# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Mar 10 11:32:12 2022
#   Inital geometry file: a 73 line input string
#   Ligand name: (4~{R})-4-(4-fluorophenyl)-4,5,6,7-tetrahydro-1~{H}-imidazo[4,5-c]pyridine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Fc1ccc(cc1)[C@H]2NCCc3[nH]cnc23
#
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
 EWO  EWO  (4~{R})-4-(4-fluorophenyl)-4,5,6,7-tetrahydro-1~{H}-imidazo[4,5-c]pyridine  ligand  28  16  .  2022-08-10  2022-08-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_EWO
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
 EWO  C10   C  CH2   0  -0.322  18.2602  25.6477  85.5064
 EWO  C02   C  CR6   0   0.509  20.5331  21.0945  87.5426
 EWO  C03   C  CR16  0  -0.398  20.8457  20.9558  86.2047
 EWO  C04   C  CR16  0  -0.274  20.1428  21.7075  85.2754
 EWO  C05   C  CR6   0   0.089  19.1341  22.5880  85.6653
 EWO  C06   C  CR16  0  -0.286  18.8420  22.6897  87.0222
 EWO  C07   C  CR16  0  -0.400  19.5412  21.9525  87.9706
 EWO  C08   C  CH1   0  -0.224  18.3405  23.3662  84.6209
 EWO  C11   C  CH2   0  -0.518  18.8248  26.3444  84.2604
 EWO  C12   C  CR5   0   0.296  19.3986  25.2857  83.3944
 EWO  C14   C  CR15  0   0.072  20.4363  24.1799  81.8152
 EWO  C16   C  CR5   0   0.097  19.2027  23.9428  83.5325
 EWO  N09   N  NH1   0  -0.590  17.5348  24.4155  85.2346
 EWO  N13   N  NR15  0  -0.625  20.1881  25.4201  82.2891
 EWO  N15   N  N     0  -0.463  19.8522  23.2595  82.5403
 EWO  H102  H  HCH2  0   0.234  19.0810  25.4171  86.1901
 EWO  H101  H  HCH2  0   0.245  17.5942  26.3275  86.0394
 EWO  H031  H  HCR6  0   0.272  21.6255  20.2740  85.8909
 EWO  H041  H  HCR6  0   0.264  20.3894  21.6015  84.2274
 EWO  H061  H  HCR6  0   0.263  18.0555  23.3556  87.3499
 EWO  H071  H  HCR6  0   0.271  19.3107  22.0466  89.0241
 EWO  H081  H  HCH1  0   0.270  17.6377  22.6569  84.1690
 EWO  H112  H  HCH2  0   0.251  19.5739  27.0842  84.5533
 EWO  H111  H  HCH2  0   0.246  18.0345  26.8905  83.7345
 EWO  H141  H  HCR5  0   0.272  21.0452  24.0073  80.9410
 EWO  H1    H  HNH1  0   0.357  16.7426  24.6140  84.6364
 EWO  H131  H  HNR5  0   0.413  20.5309  26.2835  81.8972
 EWO  F01   F  F     0  -0.319  21.2165  20.3710  88.4466

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
 EWO  C14  N13   aromatic  1.351  0.020  1.351
 EWO  C14  N15   aromatic  1.309  0.020  1.309
 EWO  N13  C12   aromatic  1.365  0.020  1.365
 EWO  N15  C16   aromatic  1.369  0.020  1.369
 EWO  C12  C16   aromatic  1.364  0.020  1.364
 EWO  C12  C11   single    1.483  0.020  1.483
 EWO  C16  C08   single    1.503  0.020  1.503
 EWO  C11  C10   single    1.535  0.020  1.535
 EWO  C08  N09   single    1.458  0.020  1.458
 EWO  C08  C05   single    1.525  0.020  1.525
 EWO  N09  C10   single    1.456  0.020  1.456
 EWO  C04  C05   aromatic  1.394  0.020  1.394
 EWO  C04  C03   aromatic  1.387  0.020  1.387
 EWO  C05  C06   aromatic  1.392  0.020  1.392
 EWO  C03  C02   aromatic  1.381  0.020  1.381
 EWO  C06  C07   aromatic  1.390  0.020  1.390
 EWO  C02  C07   aromatic  1.380  0.020  1.380
 EWO  C02  F01   single    1.345  0.020  1.345
 EWO  C10  H102  single    0.970  0.020  1.090
 EWO  C10  H101  single    0.970  0.020  1.090
 EWO  C03  H031  single    0.930  0.020  1.080
 EWO  C04  H041  single    0.930  0.020  1.080
 EWO  C06  H061  single    0.930  0.020  1.080
 EWO  C07  H071  single    0.930  0.020  1.080
 EWO  C08  H081  single    0.970  0.020  1.090
 EWO  C11  H112  single    0.970  0.020  1.090
 EWO  C11  H111  single    0.970  0.020  1.090
 EWO  C14  H141  single    0.930  0.020  1.080
 EWO  N09  H1    single    0.890  0.020  1.040
 EWO  N13  H131  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
 EWO  H101  C10  H102  106.52  3.000
 EWO  H101  C10  N09   108.33  3.000
 EWO  H102  C10  N09   108.21  3.000
 EWO  H101  C10  C11   109.78  3.000
 EWO  H102  C10  C11   109.11  3.000
 EWO  N09   C10  C11   114.58  3.000
 EWO  F01   C02  C07   119.44  3.000
 EWO  F01   C02  C03   118.84  3.000
 EWO  C07   C02  C03   121.72  3.000
 EWO  H031  C03  C04   120.83  3.000
 EWO  H031  C03  C02   120.48  3.000
 EWO  C04   C03  C02   118.69  3.000
 EWO  H041  C04  C05   119.84  3.000
 EWO  H041  C04  C03   118.72  3.000
 EWO  C05   C04  C03   121.44  3.000
 EWO  C08   C05  C06   121.41  3.000
 EWO  C06   C05  C04   118.07  3.000
 EWO  C08   C05  C04   120.47  3.000
 EWO  H061  C06  C07   119.07  3.000
 EWO  H061  C06  C05   119.55  3.000
 EWO  C07   C06  C05   121.39  3.000
 EWO  H071  C07  C06   120.71  3.000
 EWO  H071  C07  C02   120.60  3.000
 EWO  C06   C07  C02   118.68  3.000
 EWO  H081  C08  N09   106.55  3.000
 EWO  H081  C08  C16   108.51  3.000
 EWO  N09   C08  C16   110.21  3.000
 EWO  H081  C08  C05   106.60  3.000
 EWO  N09   C08  C05   111.49  3.000
 EWO  C16   C08  C05   113.14  3.000
 EWO  H111  C11  H112  106.60  3.000
 EWO  H111  C11  C12   110.78  3.000
 EWO  H112  C11  C12   112.00  3.000
 EWO  H111  C11  C10   110.53  3.000
 EWO  H112  C11  C10   109.98  3.000
 EWO  C12   C11  C10   106.99  3.000
 EWO  N13   C12  C16   105.19  3.000
 EWO  C16   C12  C11   126.02  3.000
 EWO  N13   C12  C11   128.78  3.000
 EWO  H141  C14  N15   126.00  3.000
 EWO  H141  C14  N13   122.33  3.000
 EWO  N15   C14  N13   111.67  3.000
 EWO  N15   C16  C12   110.49  3.000
 EWO  C12   C16  C08   122.22  3.000
 EWO  N15   C16  C08   127.26  3.000
 EWO  H1    N09  C08   108.95  3.000
 EWO  H1    N09  C10   109.53  3.000
 EWO  C08   N09  C10   114.35  3.000
 EWO  H131  N13  C14   125.98  3.000
 EWO  H131  N13  C12   126.56  3.000
 EWO  C14   N13  C12   107.46  3.000
 EWO  C16   N15  C14   105.20  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
 EWO  CONST_01  C05   C04  C03  C02     0.00   0.0  0
 EWO  CONST_02  C05   C06  C07  C02     0.00   0.0  0
 EWO  CONST_03  C06   C05  C04  C03     0.00   0.0  0
 EWO  CONST_04  C06   C07  C02  C03     0.00   0.0  0
 EWO  CONST_05  C07   C06  C05  C04     0.00   0.0  0
 EWO  CONST_06  C07   C02  C03  C04     0.00   0.0  0
 EWO  CONST_07  N15   C14  N13  C12     0.00   0.0  0
 EWO  CONST_08  C14   N15  C16  C12     0.00   0.0  0
 EWO  CONST_09  C16   C12  N13  C14     0.00   0.0  0
 EWO  CONST_10  N13   C14  N15  C16     0.00   0.0  0
 EWO  CONST_11  N15   C16  C12  N13     0.00   0.0  0
 EWO  CONST_12  C08   C05  C04  C03   180.00   0.0  0
 EWO  CONST_13  C08   C05  C06  C07   180.00   0.0  0
 EWO  CONST_14  F01   C02  C03  C04   180.00   0.0  0
 EWO  CONST_15  F01   C02  C07  C06   180.00   0.0  0
 EWO  CONST_16  H041  C04  C03  C02   180.00   0.0  0
 EWO  CONST_17  H061  C06  C07  C02   180.00   0.0  0
 EWO  CONST_18  H071  C07  C02  C03   180.00   0.0  0
 EWO  CONST_19  H031  C03  C04  C05   180.00   0.0  0
 EWO  CONST_20  H131  N13  C12  C11     0.00   0.0  0
 EWO  CONST_21  H141  C14  N13  C12   180.00   0.0  0
 EWO  Var_01    N13   C12  C11  C10  -168.91  30.0  1
 EWO  Var_02    C11   C10  N09  C08    61.94  30.0  1
 EWO  Var_03    N09   C10  C11  C12   -42.42  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
 EWO  chir_01  C08  C16  N09  C05  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
 EWO  plan-1  C02   0.020
 EWO  plan-1  C03   0.020
 EWO  plan-1  C04   0.020
 EWO  plan-1  C05   0.020
 EWO  plan-1  C06   0.020
 EWO  plan-1  C07   0.020
 EWO  plan-1  C08   0.020
 EWO  plan-1  H031  0.020
 EWO  plan-1  H041  0.020
 EWO  plan-1  H061  0.020
 EWO  plan-1  H071  0.020
 EWO  plan-1  F01   0.020
 EWO  plan-2  C08   0.020
 EWO  plan-2  C11   0.020
 EWO  plan-2  C12   0.020
 EWO  plan-2  C14   0.020
 EWO  plan-2  C16   0.020
 EWO  plan-2  N13   0.020
 EWO  plan-2  N15   0.020
 EWO  plan-2  H141  0.020
 EWO  plan-2  H131  0.020

