# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar 17 21:00:33 2020
#   Inital geometry file: a 100 line input string
#   Ligand name: 4-({4-[(2-bromophenyl)amino]pyrimidin-2-yl}amino)benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1ccc(Nc2nccc(Nc3ccccc3Br)n2)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
 0C4  0C4  '4-({4-[(2-bromophenyl)amino]pyrimidin-2-yl}amino)benzoic acid'  ligand  36  24  .  2022-07-22  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_0C4
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
 0C4  BR2  BR  BR     0  -0.031   4.8431   0.3699  -1.5444
 0C4  N02  N   N      0  -0.514   0.3206   0.2410   0.2927
 0C4  N03  N   N      0  -0.492  -1.3135   1.9549   0.4757
 0C4  N04  N   NH1    0  -0.773   2.5739   0.6861   0.5289
 0C4  C05  C   CR16   0  -0.282  -5.4158   0.8224  -0.0116
 0C4  C06  C   CR6    0  -0.116  -6.0542  -0.3617  -0.3637
 0C4  C07  C   CR16   0  -0.280  -5.2526  -1.4834  -0.5681
 0C4  C08  C   CR16   0  -0.348  -3.8795  -1.4203  -0.4309
 0C4  C09  C   CR6    0   0.354  -3.2454  -0.2220  -0.0775
 0C4  C10  C   CR16   0  -0.304  -4.0381   0.9090   0.1344
 0C4  C12  C   CR6    0   0.604  -0.9346   0.6996   0.2826
 0C4  C13  C   CR6    0   0.549   1.2850   1.1144   0.5185
 0C4  C14  C   CR16   0  -0.454   1.0024   2.4786   0.7310
 0C4  C15  C   CR16   0   0.003  -0.3229   2.8233   0.6940
 0C4  C16  C   CR6    0   0.386   3.0066  -0.6364   0.3973
 0C4  C17  C   CR16   0  -0.267   2.4408  -1.6608   1.1572
 0C4  C18  C   CR16   0  -0.256   2.8949  -2.9629   1.0456
 0C4  C19  C   CR16   0  -0.260   3.9414  -3.2693   0.1860
 0C4  C20  C   CR16   0  -0.237   4.5276  -2.2661  -0.5682
 0C4  C21  C   CR6    0  -0.178   4.0518  -0.9654  -0.4691
 0C4  O25  O   OC    -1  -0.599  -8.0429  -1.5458  -0.8161
 0C4  O26  O   O      0  -0.598  -8.1968   0.6261  -0.3442
 0C4  H1   H   HNH1   0   0.404  -1.4494  -1.1772  -0.1101
 0C4  H2   H   HNH1   0   0.413   3.2803   1.4015   0.6074
 0C4  H3   H   HCR6   0   0.240  -6.0099   1.7113   0.1584
 0C4  H4   H   HCR6   0   0.242  -5.7109  -2.4236  -0.8450
 0C4  H5   H   HCR6   0   0.258  -3.2823  -2.3093  -0.6022
 0C4  H6   H   HCR6   0   0.276  -3.5835   1.8461   0.4105
 0C4  H7   H   HCR6   0   0.277   1.7790   3.2079   0.9118
 0C4  H8   H   HCR6   0   0.269  -0.6193   3.8545   0.8505
 0C4  H9   H   HCR6   0   0.275   1.6424  -1.4284   1.8472
 0C4  H10  H   HCR6   0   0.267   2.4391  -3.7376   1.6474
 0C4  H11  H   HCR6   0   0.269   4.3064  -4.2838   0.1019
 0C4  H12  H   HCR6   0   0.281   5.3447  -2.4995  -1.2374
 0C4  N01  N   NH1    0  -0.768  -1.8621  -0.2689   0.0403
 0C4  C11  C   C      0   0.389  -7.5624  -0.4330  -0.5213

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
 0C4  C08  C07  aromatic  1.381  0.020  1.381
 0C4  C08  C09  aromatic  1.401  0.020  1.401
 0C4  C07  C06  aromatic  1.394  0.020  1.394
 0C4  N01  C09  single    1.389  0.020  1.389
 0C4  N01  C12  single    1.363  0.020  1.363
 0C4  O26  C11  deloc     1.247  0.020  1.247
 0C4  C09  C10  aromatic  1.397  0.020  1.397
 0C4  N03  C12  aromatic  1.325  0.020  1.325
 0C4  N03  C15  aromatic  1.335  0.020  1.335
 0C4  C12  N02  aromatic  1.336  0.020  1.336
 0C4  C06  C11  single    1.518  0.020  1.518
 0C4  C06  C05  aromatic  1.391  0.020  1.391
 0C4  C11  O25  deloc     1.247  0.020  1.247
 0C4  C10  C05  aromatic  1.388  0.020  1.388
 0C4  C15  C14  aromatic  1.370  0.020  1.370
 0C4  N02  C13  aromatic  1.321  0.020  1.321
 0C4  C14  C13  aromatic  1.409  0.020  1.409
 0C4  C13  N04  single    1.358  0.020  1.358
 0C4  BR2  C21  single    1.888  0.020  1.888
 0C4  C21  C20  aromatic  1.388  0.020  1.388
 0C4  C21  C16  aromatic  1.397  0.020  1.397
 0C4  N04  C16  single    1.398  0.020  1.398
 0C4  C20  C19  aromatic  1.385  0.020  1.385
 0C4  C16  C17  aromatic  1.395  0.020  1.395
 0C4  C19  C18  aromatic  1.389  0.020  1.389
 0C4  C17  C18  aromatic  1.384  0.020  1.384
 0C4  N01  H1   single    0.860  0.020  1.020
 0C4  N04  H2   single    0.860  0.020  1.020
 0C4  C05  H3   single    0.930  0.020  1.080
 0C4  C07  H4   single    0.930  0.020  1.080
 0C4  C08  H5   single    0.930  0.020  1.080
 0C4  C10  H6   single    0.930  0.020  1.080
 0C4  C14  H7   single    0.930  0.020  1.080
 0C4  C15  H8   single    0.930  0.020  1.080
 0C4  C17  H9   single    0.930  0.020  1.080
 0C4  C18  H10  single    0.930  0.020  1.080
 0C4  C19  H11  single    0.930  0.020  1.080
 0C4  C20  H12  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
 0C4  C13  N02  C12  117.41  3.000
 0C4  C15  N03  C12  115.32  3.000
 0C4  H2   N04  C16  117.50  3.000
 0C4  H2   N04  C13  116.20  3.000
 0C4  C16  N04  C13  126.26  3.000
 0C4  H3   C05  C10  118.48  3.000
 0C4  H3   C05  C06  119.14  3.000
 0C4  C10  C05  C06  122.38  3.000
 0C4  C11  C06  C07  121.22  3.000
 0C4  C11  C06  C05  121.50  3.000
 0C4  C07  C06  C05  117.28  3.000
 0C4  H4   C07  C08  119.09  3.000
 0C4  H4   C07  C06  119.55  3.000
 0C4  C08  C07  C06  121.36  3.000
 0C4  H5   C08  C09  119.45  3.000
 0C4  H5   C08  C07  119.62  3.000
 0C4  C09  C08  C07  120.93  3.000
 0C4  C10  C09  C08  118.28  3.000
 0C4  C10  C09  N01  125.41  3.000
 0C4  C08  C09  N01  116.31  3.000
 0C4  H6   C10  C09  120.23  3.000
 0C4  H6   C10  C05  120.00  3.000
 0C4  C09  C10  C05  119.77  3.000
 0C4  N03  C12  N02  126.33  3.000
 0C4  N02  C12  N01  113.38  3.000
 0C4  N03  C12  N01  120.30  3.000
 0C4  C14  C13  N04  119.63  3.000
 0C4  N04  C13  N02  119.06  3.000
 0C4  C14  C13  N02  121.30  3.000
 0C4  H7   C14  C15  122.00  3.000
 0C4  H7   C14  C13  122.31  3.000
 0C4  C15  C14  C13  115.69  3.000
 0C4  H8   C15  C14  119.99  3.000
 0C4  H8   C15  N03  116.06  3.000
 0C4  C14  C15  N03  123.95  3.000
 0C4  C21  C16  C17  117.92  3.000
 0C4  C17  C16  N04  121.19  3.000
 0C4  C21  C16  N04  120.85  3.000
 0C4  H9   C17  C18  119.76  3.000
 0C4  H9   C17  C16  119.31  3.000
 0C4  C18  C17  C16  120.93  3.000
 0C4  H10  C18  C19  120.26  3.000
 0C4  H10  C18  C17  119.40  3.000
 0C4  C19  C18  C17  120.33  3.000
 0C4  H11  C19  C20  119.62  3.000
 0C4  H11  C19  C18  120.63  3.000
 0C4  C20  C19  C18  119.75  3.000
 0C4  H12  C20  C21  120.35  3.000
 0C4  H12  C20  C19  120.01  3.000
 0C4  C21  C20  C19  119.64  3.000
 0C4  C20  C21  C16  121.42  3.000
 0C4  C16  C21  BR2  120.01  3.000
 0C4  C20  C21  BR2  118.57  3.000
 0C4  H1   N01  C12  112.82  3.000
 0C4  H1   N01  C09  115.16  3.000
 0C4  C12  N01  C09  131.98  3.000
 0C4  O26  C11  O25  126.52  3.000
 0C4  O25  C11  C06  116.69  3.000
 0C4  O26  C11  C06  116.79  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
 0C4  CONST_01  C15  N03  C12  N02     0.00   0.0  0
 0C4  CONST_02  C15  C14  C13  N02     0.00   0.0  0
 0C4  CONST_03  C13  N02  C12  N03     0.00   0.0  0
 0C4  CONST_04  C13  C14  C15  N03     0.00   0.0  0
 0C4  CONST_05  C08  C07  C06  C05     0.00   0.0  0
 0C4  CONST_06  C08  C09  C10  C05     0.00   0.0  0
 0C4  CONST_07  C09  C08  C07  C06     0.00   0.0  0
 0C4  CONST_08  C09  C10  C05  C06     0.00   0.0  0
 0C4  CONST_09  C10  C09  C08  C07     0.00   0.0  0
 0C4  CONST_10  C10  C05  C06  C07     0.00   0.0  0
 0C4  CONST_11  C14  C15  N03  C12     0.00   0.0  0
 0C4  CONST_12  C14  C13  N02  C12     0.00   0.0  0
 0C4  CONST_13  C19  C20  C21  C16     0.00   0.0  0
 0C4  CONST_14  C19  C18  C17  C16     0.00   0.0  0
 0C4  CONST_15  C20  C21  C16  C17     0.00   0.0  0
 0C4  CONST_16  C20  C19  C18  C17     0.00   0.0  0
 0C4  CONST_17  C21  C20  C19  C18     0.00   0.0  0
 0C4  CONST_18  C21  C16  C17  C18     0.00   0.0  0
 0C4  CONST_19  C19  C20  C21  BR2   180.00   0.0  0
 0C4  CONST_20  C17  C16  C21  BR2   180.00   0.0  0
 0C4  CONST_21  C07  C08  C09  N01   180.00   0.0  0
 0C4  CONST_22  C05  C10  C09  N01   180.00   0.0  0
 0C4  CONST_23  C15  N03  C12  N01   180.00   0.0  0
 0C4  CONST_24  C13  N02  C12  N01   180.00   0.0  0
 0C4  CONST_25  C12  N02  C13  N04   180.00   0.0  0
 0C4  CONST_26  C15  C14  C13  N04   180.00   0.0  0
 0C4  CONST_27  C20  C21  C16  N04   180.00   0.0  0
 0C4  CONST_28  C18  C17  C16  N04   180.00   0.0  0
 0C4  CONST_29  C11  C06  C07  C08   180.00   0.0  0
 0C4  CONST_30  C11  C06  C05  C10   180.00   0.0  0
 0C4  CONST_31  H7   C14  C13  N02   180.00   0.0  0
 0C4  CONST_32  H4   C07  C06  C05   180.00   0.0  0
 0C4  CONST_33  H5   C08  C07  C06   180.00   0.0  0
 0C4  CONST_34  H6   C10  C05  C06   180.00   0.0  0
 0C4  CONST_35  H3   C05  C06  C07   180.00   0.0  0
 0C4  CONST_36  H8   C15  N03  C12   180.00   0.0  0
 0C4  CONST_37  H12  C20  C21  C16   180.00   0.0  0
 0C4  CONST_38  H10  C18  C17  C16   180.00   0.0  0
 0C4  CONST_39  H11  C19  C18  C17   180.00   0.0  0
 0C4  CONST_40  H9   C17  C18  C19   180.00   0.0  0
 0C4  Var_01    C09  N01  C12  N02  -178.67  30.0  2
 0C4  Var_02    C16  N04  C13  N02    -4.01  30.0  2
 0C4  Var_03    C12  N01  C09  C08   175.50  30.0  2
 0C4  Var_04    C21  C16  N04  C13   133.47  30.0  2
 0C4  Var_05    O26  C11  C06  C05     1.29  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
 0C4  plan-1  N02  0.020
 0C4  plan-1  N03  0.020
 0C4  plan-1  N04  0.020
 0C4  plan-1  C12  0.020
 0C4  plan-1  C13  0.020
 0C4  plan-1  C14  0.020
 0C4  plan-1  C15  0.020
 0C4  plan-1  H7   0.020
 0C4  plan-1  H8   0.020
 0C4  plan-1  N01  0.020
 0C4  plan-2  C05  0.020
 0C4  plan-2  C06  0.020
 0C4  plan-2  C07  0.020
 0C4  plan-2  C08  0.020
 0C4  plan-2  C09  0.020
 0C4  plan-2  C10  0.020
 0C4  plan-2  H3   0.020
 0C4  plan-2  H4   0.020
 0C4  plan-2  H5   0.020
 0C4  plan-2  H6   0.020
 0C4  plan-2  N01  0.020
 0C4  plan-2  C11  0.020
 0C4  plan-3  BR2  0.020
 0C4  plan-3  N04  0.020
 0C4  plan-3  C16  0.020
 0C4  plan-3  C17  0.020
 0C4  plan-3  C18  0.020
 0C4  plan-3  C19  0.020
 0C4  plan-3  C20  0.020
 0C4  plan-3  C21  0.020
 0C4  plan-3  H9   0.020
 0C4  plan-3  H10  0.020
 0C4  plan-3  H11  0.020
 0C4  plan-3  H12  0.020
 0C4  plan-4  C06  0.020
 0C4  plan-4  O25  0.020
 0C4  plan-4  O26  0.020
 0C4  plan-4  C11  0.020

