# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 14 21:02:08 2020
#   Inital geometry file: a 118 line input string
#   Ligand name: 6,6'-(4-nitro-1H-pyrazole-3,5-diyl)bis(3-bromopyrazolo[1,5-a]pyrimidin-2(1H)-one)
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: [O-][N+](=O)c1c([nH]nc1C2=CN3NC(=O)C(=C3N=C2)Br)C4=CN5NC(=O)C(=C5N=C4)Br
#
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
 A81  A81  6,6'-(4-nitro-1H-pyrazole-3,5-diyl)bis(3-bromopyrazolo[1,5-a]pyrimidin-2(1H)-one)  ligand  37  30  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_A81
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
 A81  C10  C   CR16   0   0.029  -3.1965   0.4842   1.0556
 A81  C20  C   CR6    0  -0.072   2.5029  -0.5464   0.1076
 A81  C21  C   CR16   0   0.012   3.1697   0.5389   0.7317
 A81  O01  O   O     -1  -0.320  -1.1983   1.7423  -0.6540
 A81  O03  O   O      0  -0.361   0.9395   1.8117  -0.6845
 A81  C04  C   CR5    0  -0.002  -0.0623  -0.0369   0.1280
 A81  C05  C   CR5    0   0.222   1.0843  -0.8033   0.3031
 A81  N06  N   NR15   0  -0.394   0.6265  -1.9915   0.7007
 A81  N07  N   N      0  -0.251  -0.6949  -2.0624   0.8055
 A81  C08  C   CR5    0   0.298  -1.1516  -0.8791   0.4577
 A81  C09  C   CR6    0  -0.178  -2.5912  -0.6352   0.4340
 A81  N11  N   N      0  -0.428  -4.4825   0.7002   1.0821
 A81  C12  C   CR56   0   0.562  -5.2781  -0.2018   0.4940
 A81  N13  N   N      0  -0.330  -4.7354  -1.3265  -0.0974
 A81  C14  C   CR16   0   0.151  -3.4231  -1.5536  -0.1512
 A81  N15  N   NR15   0  -0.443  -5.7248  -2.0469  -0.6704
 A81  C16  C   CR5    0   0.557  -6.9635  -1.4730  -0.3749
 A81  O17  O   O      0  -0.379  -8.0319  -1.9629  -0.7003
 A81  C18  C   CR5    0  -0.516  -6.6389  -0.2676   0.3251
 A81  BR2  BR  BR     0   0.017  -7.8805   0.9601   0.9272
 A81  N22  N   N      0  -0.405   4.4413   0.7841   0.5987
 A81  C23  C   CR56   0   0.762   5.1615  -0.0461  -0.1687
 A81  N24  N   N      0  -0.371   4.5567  -1.1310  -0.7788
 A81  C25  C   CR16   0   0.060   3.2552  -1.3869  -0.6726
 A81  N26  N   NR15   0  -0.469   5.4669  -1.7726  -1.5439
 A81  C27  C   CR5    0   0.560   6.7267  -1.1966  -1.3665
 A81  O28  O   O      0  -0.495   7.7474  -1.6308  -1.8699
 A81  C29  C   CR5    0  -0.538   6.4846  -0.0617  -0.5245
 A81  BR   BR  BR     0  -0.014   7.7815   1.1371   0.0126
 A81  H1   H   HCR6   0   0.280  -2.5758   1.2104   1.5660
 A81  H2   H   HCR6   0   0.308   2.6112   1.2058   1.3773
 A81  H3   H   HNR5   0   0.420   1.1876  -2.7890   0.9678
 A81  H4   H   HCR6   0   0.366  -3.0869  -2.4473  -0.6581
 A81  H5   H   HNR5   0   0.345  -5.5738  -3.0342  -0.8301
 A81  H7   H   HCR6   0   0.346   2.8646  -2.2374  -1.2146
 A81  H8   H   HNR5   0   0.444   5.3105  -2.7469  -1.7690
 A81  N02  N   N      1   0.227  -0.1095   1.2599  -0.4325

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
 A81  O28  C27  double    1.218  0.020  1.218
 A81  BR   C29  single    1.846  0.020  1.846
 A81  C27  C29  single    1.434  0.020  1.434
 A81  C27  N26  single    1.397  0.020  1.397
 A81  C29  C23  double    1.370  0.020  1.370
 A81  N26  N24  single    1.351  0.020  1.351
 A81  C23  N24  single    1.384  0.020  1.384
 A81  C23  N22  single    1.340  0.020  1.340
 A81  N24  C25  single    1.331  0.020  1.331
 A81  N22  C21  double    1.302  0.020  1.302
 A81  C25  C20  double    1.372  0.020  1.372
 A81  N06  C05  aromatic  1.334  0.020  1.334
 A81  N06  N07  aromatic  1.327  0.020  1.327
 A81  C21  C20  single    1.418  0.020  1.418
 A81  C20  C05  single    1.455  0.020  1.455
 A81  C05  C04  aromatic  1.390  0.020  1.390
 A81  N07  C08  aromatic  1.315  0.020  1.315
 A81  C04  C08  aromatic  1.416  0.020  1.416
 A81  C04  N02  single    1.414  0.020  1.414
 A81  C08  C09  single    1.460  0.020  1.460
 A81  N02  O03  double    1.212  0.020  1.212
 A81  N02  O01  single    1.211  0.020  1.211
 A81  C09  C10  single    1.416  0.020  1.416
 A81  C09  C14  double    1.370  0.020  1.370
 A81  C10  N11  double    1.304  0.020  1.304
 A81  C14  N13  single    1.333  0.020  1.333
 A81  N11  C12  single    1.339  0.020  1.339
 A81  N13  C12  single    1.382  0.020  1.382
 A81  N13  N15  single    1.351  0.020  1.351
 A81  C12  C18  double    1.373  0.020  1.373
 A81  N15  C16  single    1.397  0.020  1.397
 A81  C18  C16  single    1.431  0.020  1.431
 A81  C18  BR2  single    1.847  0.020  1.847
 A81  C16  O17  double    1.220  0.020  1.220
 A81  C10  H1   single    0.930  0.020  1.080
 A81  C21  H2   single    0.930  0.020  1.080
 A81  N06  H3   single    0.860  0.020  1.020
 A81  C14  H4   single    0.930  0.020  1.080
 A81  N15  H5   single    0.890  0.020  1.040
 A81  C25  H7   single    0.930  0.020  1.080
 A81  N26  H8   single    0.890  0.020  1.040

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
 A81  H1   C10  N11  116.39  3.000
 A81  H1   C10  C09  119.46  3.000
 A81  N11  C10  C09  124.14  3.000
 A81  C25  C20  C05  120.20  3.000
 A81  C05  C20  C21  122.30  3.000
 A81  C25  C20  C21  117.47  3.000
 A81  H2   C21  N22  116.65  3.000
 A81  H2   C21  C20  119.40  3.000
 A81  N22  C21  C20  123.94  3.000
 A81  C08  C04  C05  106.10  3.000
 A81  C08  C04  N02  127.76  3.000
 A81  C05  C04  N02  125.68  3.000
 A81  N06  C05  C04  104.21  3.000
 A81  C04  C05  C20  133.62  3.000
 A81  N06  C05  C20  122.14  3.000
 A81  H3   N06  N07  119.31  3.000
 A81  H3   N06  C05  126.22  3.000
 A81  N07  N06  C05  114.38  3.000
 A81  C08  N07  N06  106.07  3.000
 A81  C09  C08  N07  119.80  3.000
 A81  C09  C08  C04  130.94  3.000
 A81  N07  C08  C04  109.24  3.000
 A81  C14  C09  C08  119.57  3.000
 A81  C14  C09  C10  117.23  3.000
 A81  C08  C09  C10  123.11  3.000
 A81  C12  N11  C10  117.73  3.000
 A81  C18  C12  N13  107.31  3.000
 A81  C18  C12  N11  132.48  3.000
 A81  N13  C12  N11  120.21  3.000
 A81  N15  N13  C14  127.80  3.000
 A81  N15  N13  C12  109.14  3.000
 A81  C14  N13  C12  122.86  3.000
 A81  H4   C14  N13  117.77  3.000
 A81  H4   C14  C09  124.43  3.000
 A81  N13  C14  C09  117.80  3.000
 A81  H5   N15  C16  124.53  3.000
 A81  H5   N15  N13  118.56  3.000
 A81  C16  N15  N13  109.91  3.000
 A81  C18  C16  O17  131.87  3.000
 A81  O17  C16  N15  123.74  3.000
 A81  C18  C16  N15  104.38  3.000
 A81  BR2  C18  C16  124.53  3.000
 A81  BR2  C18  C12  126.47  3.000
 A81  C16  C18  C12  108.99  3.000
 A81  C23  N22  C21  117.82  3.000
 A81  C29  C23  N24  107.37  3.000
 A81  N24  C23  N22  120.21  3.000
 A81  C29  C23  N22  132.42  3.000
 A81  N26  N24  C25  127.79  3.000
 A81  C25  N24  C23  122.89  3.000
 A81  N26  N24  C23  109.12  3.000
 A81  H7   C25  N24  117.67  3.000
 A81  H7   C25  C20  124.67  3.000
 A81  N24  C25  C20  117.65  3.000
 A81  H8   N26  C27  124.38  3.000
 A81  H8   N26  N24  118.62  3.000
 A81  C27  N26  N24  109.87  3.000
 A81  C29  C27  O28  131.78  3.000
 A81  C29  C27  N26  104.41  3.000
 A81  O28  C27  N26  123.81  3.000
 A81  BR   C29  C27  124.49  3.000
 A81  C27  C29  C23  108.94  3.000
 A81  BR   C29  C23  126.55  3.000
 A81  C04  N02  O03  118.12  3.000
 A81  O03  N02  O01  123.97  3.000
 A81  C04  N02  O01  117.90  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
 A81  CONST_01  N07  N06  C05  C04     0.00   0.0  0
 A81  CONST_02  N06  N07  C08  C04     0.00   0.0  0
 A81  CONST_03  C08  N07  N06  C05     0.00   0.0  0
 A81  CONST_04  N07  C08  C04  C05     0.00   0.0  0
 A81  CONST_05  C08  C04  C05  N06     0.00   0.0  0
 A81  CONST_06  N07  N06  C05  C20   180.00   0.0  0
 A81  CONST_07  C08  C04  C05  C20   180.00   0.0  0
 A81  CONST_08  C09  C08  C04  C05   180.00   0.0  0
 A81  CONST_09  C09  C08  N07  N06   180.00   0.0  0
 A81  CONST_10  N13  C12  N11  C10     0.00   0.0  0
 A81  CONST_11  C18  C12  N11  C10   180.00   0.0  0
 A81  CONST_12  C29  C23  N22  C21   180.00   0.0  0
 A81  CONST_13  N24  C23  N22  C21     0.00   0.0  0
 A81  CONST_14  C14  N13  C12  N11     0.00   0.0  0
 A81  CONST_15  N15  N13  C12  N11   180.00   0.0  0
 A81  CONST_16  C18  C16  N15  N13     0.00   0.0  0
 A81  CONST_17  C18  C12  N13  C14   180.00   0.0  0
 A81  CONST_18  C18  C12  N13  N15     0.00   0.0  0
 A81  CONST_19  N26  N24  C23  N22   180.00   0.0  0
 A81  CONST_20  C25  N24  C23  N22     0.00   0.0  0
 A81  CONST_21  C29  C27  N26  N24     0.00   0.0  0
 A81  CONST_22  C29  C23  N24  C25   180.00   0.0  0
 A81  CONST_23  C29  C23  N24  N26     0.00   0.0  0
 A81  CONST_24  N02  C04  C05  C20     0.00   0.0  0
 A81  CONST_25  N06  C05  C04  N02   180.00   0.0  0
 A81  CONST_26  N07  C08  C04  N02   180.00   0.0  0
 A81  CONST_27  C09  C08  C04  N02     0.00   0.0  0
 A81  CONST_28  O17  C16  N15  N13   180.00   0.0  0
 A81  CONST_29  O28  C27  N26  N24   180.00   0.0  0
 A81  CONST_30  H3   N06  C05  C20     0.00   0.0  0
 A81  CONST_33  C05  C04  N02  O01   180.00   0.0  0
 A81  CONST_34  C08  C04  N02  O01     0.00   0.0  0
 A81  CONST_35  C05  C04  N02  O03     0.00   0.0  0
 A81  CONST_36  C08  C04  N02  O03   180.00   0.0  0
 A81  Var_01    N07  C08  C09  C10   130.50  30.0  3
 A81  Var_02    N06  C05  C20  C21  -126.67  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
 A81  plan-1  C20  0.020
 A81  plan-1  C04  0.020
 A81  plan-1  C05  0.020
 A81  plan-1  N06  0.020
 A81  plan-1  N07  0.020
 A81  plan-1  C08  0.020
 A81  plan-1  C09  0.020
 A81  plan-1  H3   0.020
 A81  plan-1  N02  0.020
 A81  plan-2  C10  0.020
 A81  plan-2  C08  0.020
 A81  plan-2  C09  0.020
 A81  plan-2  N11  0.020
 A81  plan-2  C12  0.020
 A81  plan-2  N13  0.020
 A81  plan-2  C14  0.020
 A81  plan-2  N15  0.020
 A81  plan-2  C16  0.020
 A81  plan-2  O17  0.020
 A81  plan-2  C18  0.020
 A81  plan-2  BR2  0.020
 A81  plan-2  H1   0.020
 A81  plan-2  H4   0.020
 A81  plan-2  H5   0.020
 A81  plan-3  C20  0.020
 A81  plan-3  C21  0.020
 A81  plan-3  C05  0.020
 A81  plan-3  N22  0.020
 A81  plan-3  C23  0.020
 A81  plan-3  N24  0.020
 A81  plan-3  C25  0.020
 A81  plan-3  N26  0.020
 A81  plan-3  C27  0.020
 A81  plan-3  O28  0.020
 A81  plan-3  C29  0.020
 A81  plan-3  BR   0.020
 A81  plan-3  H2   0.020
 A81  plan-3  H7   0.020
 A81  plan-3  H8   0.020
 A81  plan-4  O01  0.020
 A81  plan-4  O03  0.020
 A81  plan-4  C04  0.020
 A81  plan-4  N02  0.020

