# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar  9 09:00:07 2022
#   Inital geometry file: a 102 line input string
#   Ligand name: 18-chloro-11,12,13,14-tetrahydro-1H,10H-8,4-(azeno)-9,15,1,3,6-benzodioxatriazacycloheptadecin-2(3H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Clc1ccc2OCCCCCOc3cncc(NC(=O)Nc2c1)n3
#
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
 A25  A25  18-chloro-11,12,13,14-tetrahydro-1H,10H-8,4-(azeno)-9,15,1,3,6-benzodioxatriazacycloheptadecin-2(3H)-one  ligand  41  24  .  2022-03-11  2022-03-11
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_A25
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
 A25  C1    C   CR16  0  -0.388  -0.8558  -1.8290  -1.0311
 A25  C2    C   CR6   0   0.352  -1.6761  -2.2431  -2.0701
 A25  C3    C   CR6   0   0.273  -2.0117  -1.3357  -3.0981
 A25  C4    C   CR16  0  -0.255  -1.5504  -0.0287  -3.0276
 A25  C5    C   CR6   0  -0.060  -0.7340   0.3585  -1.9737
 A25  C6    C   CR16  0  -0.220  -0.3747  -0.5259  -0.9787
 A25  CL7   CL  CL    0  -0.139  -0.1617   1.9974  -1.9196
 A25  O8    O   O2    0  -0.474  -2.2000  -3.4745  -2.1848
 A25  C9    C   CH2   0  -0.192  -1.8312  -4.4914  -1.2575
 A25  N10   N   NH1   0  -0.774  -2.8214  -1.8117  -4.1336
 A25  C11   C   C     0   0.678  -2.7416  -1.4206  -5.4299
 A25  N12   N   NH1   0  -0.756  -3.4706  -2.1739  -6.3433
 A25  O13   O   O     0  -0.494  -2.0872  -0.4778  -5.8367
 A25  C14   C   CR6   0   0.506  -4.0996  -3.3896  -6.1966
 A25  N15   N   N     0  -0.490  -4.4473  -3.7945  -4.9901
 A25  C16   C   CR6   0   0.477  -5.0074  -4.9838  -4.8553
 A25  C17   C   CR16  0  -0.210  -5.2374  -5.7989  -5.9616
 A25  N18   N   N     0  -0.334  -4.9163  -5.3732  -7.1762
 A25  C19   C   CR16  0  -0.162  -4.3595  -4.1892  -7.3189
 A25  O20   O   O2    0  -0.450  -5.3419  -5.2907  -3.6083
 A25  C21   C   CH2   0  -0.203  -5.2051  -6.6383  -3.1503
 A25  C22   C   CH2   0  -0.468  -5.1005  -6.5930  -1.6352
 A25  C23   C   CH2   0  -0.458  -2.6787  -5.7136  -1.5477
 A25  C24   C   CH2   0  -0.435  -4.1285  -5.5415  -1.1024
 A25  H12   H   HNH1  0   0.423  -3.3278  -1.8672  -7.2949
 A25  H19   H   HCR6  0   0.287  -4.1001  -3.8593  -8.3181
 A25  H17   H   HCR6  0   0.285  -5.6858  -6.7807  -5.8715
 A25  H211  H   HCH2  0   0.235  -4.3130  -7.0867  -3.5978
 A25  H212  H   HCH2  0   0.251  -6.0664  -7.2377  -3.4575
 A25  H221  H   HCH2  0   0.239  -4.8113  -7.5926  -1.2995
 A25  H222  H   HCH2  0   0.243  -6.0892  -6.4005  -1.2114
 A25  H241  H   HCH2  0   0.232  -4.1647  -5.5681  -0.0099
 A25  H242  H   HCH2  0   0.233  -4.4865  -4.5513  -1.3890
 A25  H231  H   HCH2  0   0.239  -2.2309  -6.5653  -1.0296
 A25  H232  H   HCH2  0   0.236  -2.6045  -5.9357  -2.6155
 A25  H91   H   HCH2  0   0.226  -1.9970  -4.1511  -0.2292
 A25  H92   H   HCH2  0   0.241  -0.7653  -4.7164  -1.3679
 A25  H1    H   HCR6  0   0.292  -0.5686  -2.5140  -0.2457
 A25  H6    H   HCR6  0   0.280   0.2665  -0.2213  -0.1633
 A25  H4    H   HCR6  0   0.289  -1.8248   0.6877  -3.7850
 A25  H10   H   HNH1  0   0.444  -3.3917  -2.6342  -3.9447

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
 A25  C1   C2    single    1.387  0.020  1.387
 A25  C1   C6    aromatic  1.390  0.020  1.390
 A25  C1   H1    single    0.930  0.020  1.080
 A25  C2   O8    single    1.343  0.020  1.343
 A25  C2   C3    aromatic  1.412  0.020  1.412
 A25  C3   C4    single    1.388  0.020  1.388
 A25  C3   N10   single    1.398  0.020  1.398
 A25  C4   C5    aromatic  1.388  0.020  1.388
 A25  C4   H4    single    0.930  0.020  1.080
 A25  C5   C6    aromatic  1.379  0.020  1.379
 A25  C5   CL7   single    1.737  0.020  1.737
 A25  C6   H6    single    0.930  0.020  1.080
 A25  O8   C9    single    1.425  0.020  1.425
 A25  C9   C23   single    1.515  0.020  1.515
 A25  C9   H91   single    0.970  0.020  1.090
 A25  C9   H92   single    0.970  0.020  1.090
 A25  N10  C11   single    1.356  0.020  1.356
 A25  N10  H10   single    0.860  0.020  1.020
 A25  C11  O13   double    1.218  0.020  1.218
 A25  C11  N12   single    1.390  0.020  1.390
 A25  N12  C14   single    1.377  0.020  1.377
 A25  N12  H12   single    0.860  0.020  1.020
 A25  C14  C19   single    1.402  0.020  1.402
 A25  C14  N15   aromatic  1.319  0.020  1.319
 A25  N15  C16   aromatic  1.322  0.020  1.322
 A25  C16  C17   single    1.393  0.020  1.393
 A25  C16  O20   single    1.327  0.020  1.327
 A25  C17  N18   aromatic  1.327  0.020  1.327
 A25  C17  H17   single    0.930  0.020  1.080
 A25  N18  C19   aromatic  1.316  0.020  1.316
 A25  C19  H19   single    0.930  0.020  1.080
 A25  O20  C21   single    1.430  0.020  1.430
 A25  C21  C22   single    1.519  0.020  1.519
 A25  C21  H211  single    0.970  0.020  1.090
 A25  C21  H212  single    0.970  0.020  1.090
 A25  C22  C24   single    1.528  0.020  1.528
 A25  C22  H221  single    0.970  0.020  1.090
 A25  C22  H222  single    0.970  0.020  1.090
 A25  C23  C24   single    1.526  0.020  1.526
 A25  C23  H231  single    0.970  0.020  1.090
 A25  C23  H232  single    0.970  0.020  1.090
 A25  C24  H241  single    0.970  0.020  1.090
 A25  C24  H242  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
 A25  H1    C1   C6    118.34  3.000
 A25  H1    C1   C2    120.81  3.000
 A25  C6    C1   C2    120.85  3.000
 A25  O8    C2   C3    115.75  3.000
 A25  C3    C2   C1    119.61  3.000
 A25  O8    C2   C1    124.63  3.000
 A25  N10   C3   C4    123.42  3.000
 A25  N10   C3   C2    117.27  3.000
 A25  C4    C3   C2    119.30  3.000
 A25  H4    C4   C5    119.85  3.000
 A25  H4    C4   C3    120.37  3.000
 A25  C5    C4   C3    119.78  3.000
 A25  CL7   C5   C6    119.80  3.000
 A25  CL7   C5   C4    118.73  3.000
 A25  C6    C5   C4    121.48  3.000
 A25  H6    C6   C5    121.21  3.000
 A25  H6    C6   C1    119.85  3.000
 A25  C5    C6   C1    118.94  3.000
 A25  C9    O8   C2    119.86  3.000
 A25  H92   C9   H91   107.80  3.000
 A25  H92   C9   C23   111.07  3.000
 A25  H91   C9   C23   110.22  3.000
 A25  H92   C9   O8    109.45  3.000
 A25  H91   C9   O8    110.48  3.000
 A25  C23   C9   O8    107.84  3.000
 A25  H10   N10  C11   116.29  3.000
 A25  H10   N10  C3    117.51  3.000
 A25  C11   N10  C3    125.14  3.000
 A25  O13   C11  N12   118.80  3.000
 A25  N12   C11  N10   116.15  3.000
 A25  O13   C11  N10   125.04  3.000
 A25  H12   N12  C14   115.67  3.000
 A25  H12   N12  C11   112.35  3.000
 A25  C14   N12  C11   130.39  3.000
 A25  C19   C14  N15   120.54  3.000
 A25  N15   C14  N12   119.27  3.000
 A25  C19   C14  N12   120.19  3.000
 A25  C16   N15  C14   118.76  3.000
 A25  O20   C16  C17   124.70  3.000
 A25  O20   C16  N15   114.26  3.000
 A25  C17   C16  N15   121.03  3.000
 A25  H17   C17  N18   117.86  3.000
 A25  H17   C17  C16   122.18  3.000
 A25  N18   C17  C16   119.96  3.000
 A25  C19   N18  C17   119.37  3.000
 A25  H19   C19  N18   118.36  3.000
 A25  H19   C19  C14   121.33  3.000
 A25  N18   C19  C14   120.30  3.000
 A25  C21   O20  C16   119.66  3.000
 A25  H212  C21  H211  107.62  3.000
 A25  H212  C21  C22   110.53  3.000
 A25  H211  C21  C22   111.34  3.000
 A25  H212  C21  O20   110.56  3.000
 A25  H211  C21  O20   109.47  3.000
 A25  C22   C21  O20   107.33  3.000
 A25  H222  C22  H221  106.34  3.000
 A25  H222  C22  C24   108.61  3.000
 A25  H221  C22  C24   110.72  3.000
 A25  H222  C22  C21   109.25  3.000
 A25  H221  C22  C21   107.28  3.000
 A25  C24   C22  C21   114.33  3.000
 A25  H232  C23  H231  106.07  3.000
 A25  H232  C23  C24   111.86  3.000
 A25  H231  C23  C24   109.80  3.000
 A25  H232  C23  C9    108.24  3.000
 A25  H231  C23  C9    107.98  3.000
 A25  C24   C23  C9    112.61  3.000
 A25  H242  C24  H241  105.88  3.000
 A25  H242  C24  C23   109.71  3.000
 A25  H241  C24  C23   108.68  3.000
 A25  H242  C24  C22   108.92  3.000
 A25  H241  C24  C22   108.10  3.000
 A25  C23   C24  C22   115.15  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
 A25  CONST_01  C4   C3   C2   C1     0.00   0.0  0
 A25  CONST_02  C4   C5   C6   C1     0.00   0.0  0
 A25  CONST_03  C5   C6   C1   C2     0.00   0.0  0
 A25  CONST_04  C5   C4   C3   C2     0.00   0.0  0
 A25  CONST_05  C6   C1   C2   C3     0.00   0.0  0
 A25  CONST_06  C6   C5   C4   C3     0.00   0.0  0
 A25  CONST_07  C17  N18  C19  C14    0.00   0.0  0
 A25  CONST_08  C17  C16  N15  C14    0.00   0.0  0
 A25  CONST_09  N18  C19  C14  N15    0.00   0.0  0
 A25  CONST_10  N18  C17  C16  N15    0.00   0.0  0
 A25  CONST_11  C19  C14  N15  C16    0.00   0.0  0
 A25  CONST_12  C19  N18  C17  C16    0.00   0.0  0
 A25  CONST_14  N12  C11  N10  C3   180.00   0.0  0
 A25  CONST_16  C14  N12  C11  N10    0.00   0.0  0
 A25  CONST_19  CL7  C5   C6   C1   180.00   0.0  0
 A25  CONST_20  CL7  C5   C4   C3   180.00   0.0  0
 A25  CONST_21  O13  C11  N10  C3     0.00   0.0  0
 A25  CONST_22  C14  N12  C11  O13  180.00   0.0  0
 A25  CONST_23  H6   C6   C1   C2   180.00   0.0  0
 A25  CONST_24  H4   C4   C3   C2   180.00   0.0  0
 A25  CONST_25  H1   C1   C2   C3   180.00   0.0  0
 A25  CONST_26  H19  C19  C14  N12    0.00   0.0  0
 A25  CONST_27  H17  C17  C16  N15  180.00   0.0  0
 A25  CONST_29  H12  N12  C14  N15  180.00   0.0  0
 A25  Var_01    C23  C9   O8   C2   174.29  30.0  1
 A25  Var_02    C24  C23  C9   O8   -73.19  30.0  1
 A25  Var_03    C22  C24  C23  C9   167.02  30.0  1
 A25  Var_04    C22  C21  O20  C16  157.32  30.0  1
 A25  Var_05    C24  C22  C21  O20  -46.49  30.0  1
 A25  Var_06    C23  C24  C22  C21  -60.67  30.0  1

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
 A25  plan-1  C1   0.020
 A25  plan-1  C2   0.020
 A25  plan-1  C3   0.020
 A25  plan-1  C4   0.020
 A25  plan-1  C5   0.020
 A25  plan-1  C6   0.020
 A25  plan-1  CL7  0.020
 A25  plan-1  O8   0.020
 A25  plan-1  N10  0.020
 A25  plan-1  H1   0.020
 A25  plan-1  H6   0.020
 A25  plan-1  H4   0.020
 A25  plan-2  N12  0.020
 A25  plan-2  C14  0.020
 A25  plan-2  N15  0.020
 A25  plan-2  C16  0.020
 A25  plan-2  C17  0.020
 A25  plan-2  N18  0.020
 A25  plan-2  C19  0.020
 A25  plan-2  O20  0.020
 A25  plan-2  H19  0.020
 A25  plan-2  H17  0.020
 A25  plan-3  C3   0.020
 A25  plan-3  N10  0.020
 A25  plan-3  C11  0.020
 A25  plan-3  N12  0.020
 A25  plan-3  O13  0.020
 A25  plan-3  C14  0.020
 A25  plan-3  H12  0.020
 A25  plan-3  H10  0.020

