# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr  1 05:47:23 2020
#   Inital geometry file: a 112 line input string
#   Ligand name: 4-[(1E,7E)-8-(2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl)-3,6-dioxa-2,7-diazaocta-1,7-dien-1-yl]benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1ccc(cc1)\C=N\OCCO\N=C\C2=CC(=O)NC(=O)N2
#
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
 302  302  '4-[(1E,7E)-8-(2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl)-3,6-dioxa-2,7-diazaocta-1,7-dien-1-yl]benzoic acid'  ligand  38  25  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_302
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
 302  C1    C  CR6    0   0.419   2.5745  4.7829  -1.3478
 302  C3    C  CR6    0   0.671   3.0385  3.7788  -3.4865
 302  C5    C  CR6    0   0.595   3.9510  6.0054  -2.9156
 302  C6    C  CR16   0  -0.541   3.2920  5.8893  -1.6359
 302  N2    N  NR16   0  -0.736   2.4549  3.7659  -2.2490
 302  N4    N  NR16   0  -0.720   3.7625  4.9144  -3.7504
 302  O37   O  OC    -1  -0.591  -0.0610  2.3608  12.4727
 302  O36   O  O      0  -0.591  -2.2109  2.3765  11.8853
 302  C28   C  CR6    0  -0.103  -0.5892  2.3564  10.1717
 302  C27   C  CR16   0  -0.277   0.7493  2.3423   9.7934
 302  C26   C  CR16   0  -0.291   1.1102  2.3352   8.4543
 302  C29   C  CR16   0  -0.270  -1.5593  2.3627   9.1682
 302  C30   C  CR16   0  -0.276  -1.2084  2.3556   7.8312
 302  C24   C  CR6    0   0.040   0.1377  2.3416   7.4555
 302  C20   C  C1     0  -0.073   0.5650  2.3336   6.0583
 302  N19   N  N      0  -0.095  -0.2858  2.3375   5.1159
 302  O16   O  O2     0  -0.398   0.2946  2.3289   3.8840
 302  C13   C  CH2    0  -0.181  -0.7045  2.3299   2.8795
 302  C12   C  CH2    0  -0.193  -0.0305  2.2937   1.5365
 302  O11   O  O2     0  -0.379   0.6739  3.5203   1.3590
 302  N10   N  N      0  -0.080   1.2552  3.5634   0.1518
 302  C9    C  C1     0  -0.051   1.9037  4.6326  -0.0642
 302  O7    O  OC     0  -0.460   4.6237  6.9528  -3.2769
 302  O8    O  OC     0  -0.472   2.9260  2.8681  -4.2791
 302  H6    H  HCR6   0   0.294   3.3859  6.6923  -0.9204
 302  HN2   H  HNR6   0   0.432   1.9112  2.9502  -1.9986
 302  HN4   H  HNR6   0   0.428   4.2088  4.9502  -4.6588
 302  H27   H  HCR6   0   0.248   1.5189  2.3365  10.5534
 302  H26   H  HCR6   0   0.251   2.1593  2.3236   8.1820
 302  H29   H  HCR6   0   0.246  -2.6053  2.3737   9.4440
 302  H30   H  HCR6   0   0.250  -1.9799  2.3610   7.0723
 302  H20   H  H      0   0.250   1.6378  2.3242   5.8628
 302  H131  H  HCH2   0   0.239  -1.3423  1.4446   2.9614
 302  H132  H  HCH2   0   0.235  -1.3440  3.2141   2.9677
 302  H121  H  HCH2   0   0.249  -0.7981  2.1809   0.7667
 302  H122  H  HCH2   0   0.244   0.6581  1.4472   1.4629
 302  H9    H  H      0   0.286   1.9911  5.4448   0.6529
 302  C35   C  C      0   0.398  -0.9891  2.3651  11.6422

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
 302  C1   C6    aromatic  1.350  0.020  1.350
 302  C1   N2    aromatic  1.364  0.020  1.364
 302  C1   C9    single    1.456  0.020  1.456
 302  C3   N4    aromatic  1.372  0.020  1.372
 302  C3   O8    double    1.212  0.020  1.212
 302  C3   N2    aromatic  1.368  0.020  1.368
 302  C5   O7    double    1.217  0.020  1.217
 302  C5   N4    aromatic  1.387  0.020  1.387
 302  C5   C6    aromatic  1.444  0.020  1.444
 302  C6   H6    single    0.930  0.020  1.080
 302  N2   HN2   single    0.860  0.020  1.020
 302  N4   HN4   single    0.860  0.020  1.020
 302  O37  C35   deloc     1.245  0.020  1.245
 302  C35  O36   deloc     1.246  0.020  1.246
 302  C35  C28   single    1.524  0.020  1.524
 302  C28  C27   aromatic  1.391  0.020  1.391
 302  C28  C29   aromatic  1.396  0.020  1.396
 302  C27  C26   aromatic  1.387  0.020  1.387
 302  C27  H27   single    0.930  0.020  1.080
 302  C26  C24   aromatic  1.394  0.020  1.394
 302  C26  H26   single    0.930  0.020  1.080
 302  C29  C30   aromatic  1.382  0.020  1.382
 302  C29  H29   single    0.930  0.020  1.080
 302  C30  C24   aromatic  1.398  0.020  1.398
 302  C30  H30   single    0.930  0.020  1.080
 302  C24  C20   single    1.461  0.020  1.461
 302  C20  N19   double    1.270  0.020  1.270
 302  C20  H20   single    0.930  0.020  1.080
 302  N19  O16   single    1.362  0.020  1.362
 302  O16  C13   single    1.417  0.020  1.417
 302  C13  C12   single    1.503  0.020  1.503
 302  C13  H131  single    0.970  0.020  1.090
 302  C13  H132  single    0.970  0.020  1.090
 302  C12  O11   single    1.426  0.020  1.426
 302  C12  H121  single    0.970  0.020  1.090
 302  C12  H122  single    0.970  0.020  1.090
 302  O11  N10   single    1.341  0.020  1.341
 302  N10  C9    double    1.269  0.020  1.269
 302  C9   H9    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
 302  C9    C1   N2    117.72  3.000
 302  C9    C1   C6    121.17  3.000
 302  N2    C1   C6    121.11  3.000
 302  O8    C3   N4    123.01  3.000
 302  O8    C3   N2    123.00  3.000
 302  N4    C3   N2    114.00  3.000
 302  O7    C5   N4    120.60  3.000
 302  N4    C5   C6    114.09  3.000
 302  O7    C5   C6    125.31  3.000
 302  H6    C6   C5    119.20  3.000
 302  H6    C6   C1    120.96  3.000
 302  C5    C6   C1    119.84  3.000
 302  HN2   N2   C3    117.43  3.000
 302  HN2   N2   C1    118.99  3.000
 302  C3    N2   C1    123.58  3.000
 302  HN4   N4   C5    116.89  3.000
 302  HN4   N4   C3    115.74  3.000
 302  C5    N4   C3    127.38  3.000
 302  C29   C28  C27   118.25  3.000
 302  C29   C28  C35   120.75  3.000
 302  C27   C28  C35   121.00  3.000
 302  H27   C27  C26   119.56  3.000
 302  H27   C27  C28   119.58  3.000
 302  C26   C27  C28   120.86  3.000
 302  H26   C26  C24   119.68  3.000
 302  H26   C26  C27   119.63  3.000
 302  C24   C26  C27   120.68  3.000
 302  H29   C29  C30   119.48  3.000
 302  H29   C29  C28   119.26  3.000
 302  C30   C29  C28   121.26  3.000
 302  H30   C30  C24   119.88  3.000
 302  H30   C30  C29   119.82  3.000
 302  C24   C30  C29   120.30  3.000
 302  C20   C24  C30   122.60  3.000
 302  C20   C24  C26   118.76  3.000
 302  C30   C24  C26   118.64  3.000
 302  H20   C20  N19   121.75  3.000
 302  H20   C20  C24   117.34  3.000
 302  N19   C20  C24   120.92  3.000
 302  O16   N19  C20   112.70  3.000
 302  C13   O16  N19   109.93  3.000
 302  H132  C13  H131  107.88  3.000
 302  H132  C13  C12   110.69  3.000
 302  H131  C13  C12   107.99  3.000
 302  H132  C13  O16   110.82  3.000
 302  H131  C13  O16   110.94  3.000
 302  C12   C13  O16   108.50  3.000
 302  H122  C12  H121  108.35  3.000
 302  H122  C12  O11   110.27  3.000
 302  H121  C12  O11   110.37  3.000
 302  H122  C12  C13   111.17  3.000
 302  H121  C12  C13   108.48  3.000
 302  O11   C12  C13   108.19  3.000
 302  N10   O11  C12   110.74  3.000
 302  C9    N10  O11   113.70  3.000
 302  H9    C9   N10   123.94  3.000
 302  H9    C9   C1    117.87  3.000
 302  N10   C9   C1    118.19  3.000
 302  C28   C35  O36   116.47  3.000
 302  C28   C35  O37   116.60  3.000
 302  O36   C35  O37   126.93  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
 302  CONST_01  N4   C5   C6   C1      0.00   0.0  0
 302  CONST_02  N4   C3   N2   C1      0.00   0.0  0
 302  CONST_03  C6   C5   N4   C3      0.00   0.0  0
 302  CONST_04  C6   C1   N2   C3      0.00   0.0  0
 302  CONST_05  N2   C3   N4   C5      0.00   0.0  0
 302  CONST_06  N2   C1   C6   C5      0.00   0.0  0
 302  CONST_07  C24  C26  C27  C28     0.00   0.0  0
 302  CONST_08  C24  C30  C29  C28     0.00   0.0  0
 302  CONST_09  C30  C29  C28  C27     0.00   0.0  0
 302  CONST_10  C30  C24  C26  C27     0.00   0.0  0
 302  CONST_11  C29  C28  C27  C26     0.00   0.0  0
 302  CONST_12  C29  C30  C24  C26     0.00   0.0  0
 302  CONST_13  O7   C5   C6   C1    180.00   0.0  0
 302  CONST_14  O8   C3   N2   C1    180.00   0.0  0
 302  CONST_15  O7   C5   N4   C3    180.00   0.0  0
 302  CONST_16  C9   C1   N2   C3    180.00   0.0  0
 302  CONST_17  O8   C3   N4   C5    180.00   0.0  0
 302  CONST_18  C9   C1   C6   C5    180.00   0.0  0
 302  CONST_19  C26  C27  C28  C35   180.00   0.0  0
 302  CONST_20  C30  C29  C28  C35   180.00   0.0  0
 302  CONST_21  C20  C24  C26  C27   180.00   0.0  0
 302  CONST_22  C20  C24  C30  C29   180.00   0.0  0
 302  CONST_23  HN2  N2   C1   C6    180.00   0.0  0
 302  CONST_24  HN4  N4   C5   C6    180.00   0.0  0
 302  CONST_25  H6   C6   C1   N2    180.00   0.0  0
 302  CONST_26  H26  C26  C27  C28   180.00   0.0  0
 302  CONST_27  H30  C30  C29  C28   180.00   0.0  0
 302  CONST_28  H29  C29  C28  C27   180.00   0.0  0
 302  CONST_29  H27  C27  C28  C29   180.00   0.0  0
 302  Var_01    N10  C9   C1   C6   -179.32  30.0  2
 302  Var_02    C27  C28  C35  O37     0.10  30.0  2
 302  Var_03    N19  C20  C24  C26   179.92  30.0  2
 302  Var_04    C12  C13  O16  N19  -178.93  30.0  3
 302  Var_05    O11  C12  C13  O16   -66.55  30.0  3

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
 302  plan-1  C1   0.020
 302  plan-1  C3   0.020
 302  plan-1  C5   0.020
 302  plan-1  C6   0.020
 302  plan-1  N2   0.020
 302  plan-1  N4   0.020
 302  plan-1  C9   0.020
 302  plan-1  O7   0.020
 302  plan-1  O8   0.020
 302  plan-1  H6   0.020
 302  plan-1  HN2  0.020
 302  plan-1  HN4  0.020
 302  plan-2  C24  0.020
 302  plan-2  C20  0.020
 302  plan-2  N19  0.020
 302  plan-2  O16  0.020
 302  plan-2  H20  0.020
 302  plan-3  C1   0.020
 302  plan-3  O11  0.020
 302  plan-3  N10  0.020
 302  plan-3  C9   0.020
 302  plan-3  H9   0.020
 302  plan-4  C28  0.020
 302  plan-4  C27  0.020
 302  plan-4  C26  0.020
 302  plan-4  C29  0.020
 302  plan-4  C30  0.020
 302  plan-4  C24  0.020
 302  plan-4  C20  0.020
 302  plan-4  H27  0.020
 302  plan-4  H26  0.020
 302  plan-4  H29  0.020
 302  plan-4  H30  0.020
 302  plan-4  C35  0.020
 302  plan-5  O37  0.020
 302  plan-5  O36  0.020
 302  plan-5  C28  0.020
 302  plan-5  C35  0.020

