# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 21 16:42:59 2020
#   Inital geometry file: a 140 line input string
#   Ligand name: N~4~'-hydroxy-N~3~,N~3~-dimethyl-5-{[(4-methylphenyl)carbonyl]amino}biphenyl-3,4'-dicarboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(C)C(=O)c1cc(NC(=O)c2ccc(C)cc2)cc(c1)c3ccc(cc3)C(=O)NO
#
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
 CRI  CRI  N~4~'-hydroxy-N~3~,N~3~-dimethyl-5-{[(4-methylphenyl)carbonyl]amino}biphenyl-3,4'-dicarboxamide  ligand  54  31  .  2021-08-07  2021-08-07  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_CRI
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
 CRI  N    N  NH1   0  -0.377  -1.3516  -0.2799  -7.3459
 CRI  OH   O  OH1   0  -0.538  -1.9117  -0.5258  -8.5594
 CRI  O    O  O     0  -0.468  -3.3403  -0.1874  -6.2809
 CRI  C    C  C     0   0.494  -2.1214  -0.2112  -6.2465
 CRI  C1   C  CR16  0  -0.266  -0.1384  -0.7650  -4.7674
 CRI  C2   C  CR6   0  -0.063  -1.3617  -0.1289  -4.9645
 CRI  C3   C  CR16  0  -0.252  -1.9345   0.5730  -3.9069
 CRI  C4   C  CR16  0  -0.297  -1.2888   0.6553  -2.6868
 CRI  C5   C  CR6   0   0.086  -0.0618   0.0216  -2.4818
 CRI  C6   C  CR16  0  -0.295   0.5006  -0.6906  -3.5405
 CRI  C11  C  CR6   0   0.128   0.6189   0.0929  -1.1732
 CRI  C12  C  CR16  0  -0.388  -0.1369   0.0471  -0.0015
 CRI  C13  C  CR6   0   0.431   0.4886   0.1127   1.2412
 CRI  C14  C  CR16  0  -0.374   1.8806   0.2052   1.2972
 CRI  C15  C  CR6   0  -0.028   2.6313   0.2475   0.1339
 CRI  C16  C  CR16  0  -0.362   2.0027   0.2096  -1.1042
 CRI  C20  C  C     0   0.511   4.1124   0.4683   0.1893
 CRI  O21  O  O     0  -0.488   4.6015   1.3898  -0.4526
 CRI  N22  N  NT    0  -0.439   4.8376  -0.3389   0.9850
 CRI  C23  C  CH3   0  -0.525   6.2415  -0.0551   1.2027
 CRI  C27  C  CH3   0  -0.530   4.3943  -1.6270   1.4817
 CRI  N31  N  NH1   0  -0.769  -0.1817   0.0838   2.4651
 CRI  C33  C  C     0   0.526  -1.5171   0.0232   2.7116
 CRI  O34  O  O     0  -0.459  -2.3626  -0.0860   1.8403
 CRI  C35  C  CR16  0  -0.249  -3.0761  -0.5406   4.5486
 CRI  C36  C  CR16  0  -0.282  -3.4801  -0.5049   5.8710
 CRI  C37  C  CR6   0   0.101  -2.7306   0.1694   6.8356
 CRI  C38  C  CR16  0  -0.286  -1.5642   0.8110   6.4285
 CRI  C39  C  CR16  0  -0.279  -1.1441   0.7658   5.1076
 CRI  C40  C  CR6   0  -0.059  -1.8931   0.0821   4.1528
 CRI  HN   H  HNH1  0   0.424  -0.3428  -0.2722  -7.3297
 CRI  HO1  H  HOH1  0   0.479  -2.1045   0.3360  -8.9522
 CRI  H7   H  HCR6  0   0.267   0.3174  -1.3566  -5.5513
 CRI  H8   H  HCR6  0   0.266  -2.8849   1.0719  -4.0415
 CRI  H9   H  HCR6  0   0.263  -1.7397   1.2350  -1.8915
 CRI  H10  H  HCR6  0   0.265   1.4335  -1.2216  -3.4011
 CRI  H17  H  HCR6  0   0.286  -1.2067  -0.0609  -0.0666
 CRI  H18  H  HCR6  0   0.284   2.3736   0.2551   2.2616
 CRI  H19  H  HCR6  0   0.264   2.5917   0.2788  -2.0096
 CRI  H24  H  HCH3  0   0.247   6.5081  -0.3501   2.2171
 CRI  H25  H  HCH3  0   0.241   6.8757  -0.6103   0.5075
 CRI  H26  H  HCH3  0   0.255   6.4438   1.0053   1.0888
 CRI  H28  H  HCH3  0   0.265   3.4378  -1.9125   1.0568
 CRI  H29  H  HCH3  0   0.255   5.1227  -2.3890   1.1988
 CRI  H30  H  HCH3  0   0.246   4.3097  -1.6269   2.5700
 CRI  H32  H  HNH1  0   0.425   0.4252   0.0752   3.2704
 CRI  H43  H  HCR6  0   0.260  -3.6794  -1.0659   3.8200
 CRI  H44  H  HCR6  0   0.256  -4.3967  -1.0054   6.1593
 CRI  H41  H  HCR6  0   0.258  -0.9761   1.3637   7.1507
 CRI  H42  H  HCR6  0   0.263  -0.2416   1.3001   4.8363
 CRI  H46  H  HCH3  0   0.254  -2.9205  -0.7623   8.7561
 CRI  H47  H  HCH3  0   0.248  -2.6723   0.9772   8.8306
 CRI  H48  H  HCH3  0   0.249  -4.2425   0.3223   8.3597
 CRI  C45  C  CH3   0  -0.722  -3.1651   0.1843   8.2699

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
 CRI  N    OH   single    1.359  0.020  1.359
 CRI  N    C    single    1.344  0.020  1.344
 CRI  N    HN   single    0.860  0.020  1.020
 CRI  OH   HO1  single    0.850  0.020  0.980
 CRI  O    C    double    1.220  0.020  1.220
 CRI  C    C2   single    1.492  0.020  1.492
 CRI  C1   C2   aromatic  1.393  0.020  1.393
 CRI  C1   C6   aromatic  1.385  0.020  1.385
 CRI  C1   H7   single    0.930  0.020  1.080
 CRI  C2   C3   aromatic  1.393  0.020  1.393
 CRI  C3   C4   aromatic  1.383  0.020  1.383
 CRI  C3   H8   single    0.930  0.020  1.080
 CRI  C4   C5   aromatic  1.396  0.020  1.396
 CRI  C4   H9   single    0.930  0.020  1.080
 CRI  C5   C6   aromatic  1.394  0.020  1.394
 CRI  C5   C11  single    1.477  0.020  1.477
 CRI  C6   H10  single    0.930  0.020  1.080
 CRI  C11  C12  aromatic  1.395  0.020  1.395
 CRI  C11  C16  aromatic  1.390  0.020  1.390
 CRI  C12  C13  aromatic  1.393  0.020  1.393
 CRI  C12  H17  single    0.930  0.020  1.080
 CRI  C13  C14  aromatic  1.396  0.020  1.396
 CRI  C13  N31  single    1.396  0.020  1.396
 CRI  C14  C15  aromatic  1.385  0.020  1.385
 CRI  C14  H18  single    0.930  0.020  1.080
 CRI  C15  C16  aromatic  1.389  0.020  1.389
 CRI  C15  C20  single    1.499  0.020  1.499
 CRI  C16  H19  single    0.930  0.020  1.080
 CRI  C20  O21  double    1.225  0.020  1.225
 CRI  C20  N22  single    1.346  0.020  1.346
 CRI  N22  C23  single    1.449  0.020  1.449
 CRI  N22  C27  single    1.450  0.020  1.450
 CRI  C23  H24  single    0.970  0.020  1.090
 CRI  C23  H25  single    0.970  0.020  1.090
 CRI  C23  H26  single    0.970  0.020  1.090
 CRI  C27  H28  single    0.970  0.020  1.090
 CRI  C27  H29  single    0.970  0.020  1.090
 CRI  C27  H30  single    0.970  0.020  1.090
 CRI  N31  C33  single    1.359  0.020  1.359
 CRI  N31  H32  single    0.860  0.020  1.020
 CRI  C33  O34  double    1.219  0.020  1.219
 CRI  C33  C40  single    1.491  0.020  1.491
 CRI  C35  C36  aromatic  1.383  0.020  1.383
 CRI  C35  C40  aromatic  1.394  0.020  1.394
 CRI  C35  H43  single    0.930  0.020  1.080
 CRI  C36  C37  aromatic  1.395  0.020  1.395
 CRI  C36  H44  single    0.930  0.020  1.080
 CRI  C37  C38  aromatic  1.392  0.020  1.392
 CRI  C37  C45  single    1.499  0.020  1.499
 CRI  C38  C39  aromatic  1.387  0.020  1.387
 CRI  C38  H41  single    0.930  0.020  1.080
 CRI  C39  C40  aromatic  1.393  0.020  1.393
 CRI  C39  H42  single    0.930  0.020  1.080
 CRI  C45  H46  single    0.970  0.020  1.090
 CRI  C45  H47  single    0.970  0.020  1.090
 CRI  C45  H48  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
 CRI  HN   N    C    124.00  3.000
 CRI  HN   N    OH   115.33  3.000
 CRI  C    N    OH   120.25  3.000
 CRI  HO1  OH   N    106.49  3.000
 CRI  C2   C    O    122.13  3.000
 CRI  C2   C    N    114.46  3.000
 CRI  O    C    N    123.39  3.000
 CRI  H7   C1   C6   118.45  3.000
 CRI  H7   C1   C2   121.12  3.000
 CRI  C6   C1   C2   120.39  3.000
 CRI  C3   C2   C1   118.95  3.000
 CRI  C3   C2   C    118.08  3.000
 CRI  C1   C2   C    122.92  3.000
 CRI  H8   C3   C4   119.51  3.000
 CRI  H8   C3   C2   119.96  3.000
 CRI  C4   C3   C2   120.53  3.000
 CRI  H9   C4   C5   120.08  3.000
 CRI  H9   C4   C3   119.05  3.000
 CRI  C5   C4   C3   120.86  3.000
 CRI  C11  C5   C6   120.77  3.000
 CRI  C11  C5   C4   120.88  3.000
 CRI  C6   C5   C4   118.35  3.000
 CRI  H10  C6   C5   120.03  3.000
 CRI  H10  C6   C1   119.03  3.000
 CRI  C5   C6   C1   120.92  3.000
 CRI  C16  C11  C12  120.02  3.000
 CRI  C16  C11  C5   120.45  3.000
 CRI  C12  C11  C5   119.53  3.000
 CRI  H17  C12  C13  120.31  3.000
 CRI  H17  C12  C11  119.38  3.000
 CRI  C13  C12  C11  120.30  3.000
 CRI  N31  C13  C14  116.43  3.000
 CRI  N31  C13  C12  124.45  3.000
 CRI  C14  C13  C12  119.12  3.000
 CRI  H18  C14  C15  119.95  3.000
 CRI  H18  C14  C13  119.47  3.000
 CRI  C15  C14  C13  120.58  3.000
 CRI  C20  C15  C16  118.96  3.000
 CRI  C20  C15  C14  120.61  3.000
 CRI  C16  C15  C14  120.16  3.000
 CRI  H19  C16  C15  119.84  3.000
 CRI  H19  C16  C11  120.36  3.000
 CRI  C15  C16  C11  119.80  3.000
 CRI  N22  C20  O21  123.09  3.000
 CRI  N22  C20  C15  117.78  3.000
 CRI  O21  C20  C15  119.09  3.000
 CRI  C27  N22  C23  114.76  3.000
 CRI  C27  N22  C20  124.80  3.000
 CRI  C23  N22  C20  119.58  3.000
 CRI  H26  C23  H25  108.75  3.000
 CRI  H26  C23  H24  108.45  3.000
 CRI  H25  C23  H24  108.23  3.000
 CRI  H26  C23  N22  110.87  3.000
 CRI  H25  C23  N22  111.55  3.000
 CRI  H24  C23  N22  108.90  3.000
 CRI  H30  C27  H29  108.07  3.000
 CRI  H30  C27  H28  108.80  3.000
 CRI  H29  C27  H28  107.65  3.000
 CRI  H30  C27  N22  111.42  3.000
 CRI  H29  C27  N22  109.11  3.000
 CRI  H28  C27  N22  111.66  3.000
 CRI  H32  N31  C33  116.49  3.000
 CRI  H32  N31  C13  114.29  3.000
 CRI  C33  N31  C13  129.18  3.000
 CRI  C40  C33  O34  121.31  3.000
 CRI  C40  C33  N31  114.92  3.000
 CRI  O34  C33  N31  123.76  3.000
 CRI  H43  C35  C40  119.91  3.000
 CRI  H43  C35  C36  119.57  3.000
 CRI  C40  C35  C36  120.51  3.000
 CRI  H44  C36  C37  119.59  3.000
 CRI  H44  C36  C35  119.31  3.000
 CRI  C37  C36  C35  121.10  3.000
 CRI  C45  C37  C38  121.21  3.000
 CRI  C45  C37  C36  120.71  3.000
 CRI  C38  C37  C36  118.07  3.000
 CRI  H41  C38  C39  119.16  3.000
 CRI  H41  C38  C37  119.69  3.000
 CRI  C39  C38  C37  121.16  3.000
 CRI  H42  C39  C40  121.23  3.000
 CRI  H42  C39  C38  118.35  3.000
 CRI  C40  C39  C38  120.39  3.000
 CRI  C39  C40  C35  118.75  3.000
 CRI  C39  C40  C33  123.12  3.000
 CRI  C35  C40  C33  118.09  3.000
 CRI  H48  C45  H47  108.23  3.000
 CRI  H48  C45  H46  107.13  3.000
 CRI  H47  C45  H46  107.49  3.000
 CRI  H48  C45  C37  111.51  3.000
 CRI  H47  C45  C37  111.64  3.000
 CRI  H46  C45  C37  110.64  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
 CRI  CONST_01  C4   C3   C2   C1      0.00   0.0  0
 CRI  CONST_02  C4   C5   C6   C1      0.00   0.0  0
 CRI  CONST_03  C11  C5   C6   C1    180.00   0.0  0
 CRI  CONST_04  C5   C6   C1   C2      0.00   0.0  0
 CRI  CONST_05  C5   C4   C3   C2      0.00   0.0  0
 CRI  CONST_06  C6   C1   C2   C3      0.00   0.0  0
 CRI  CONST_07  C6   C5   C4   C3      0.00   0.0  0
 CRI  CONST_08  C11  C5   C4   C3    180.00   0.0  0
 CRI  CONST_11  C13  C12  C11  C5    180.00   0.0  0
 CRI  CONST_12  C15  C16  C11  C5    180.00   0.0  0
 CRI  CONST_15  C14  C13  C12  C11     0.00   0.0  0
 CRI  CONST_16  C14  C15  C16  C11     0.00   0.0  0
 CRI  CONST_17  C15  C16  C11  C12     0.00   0.0  0
 CRI  CONST_18  C15  C14  C13  C12     0.00   0.0  0
 CRI  CONST_19  C16  C11  C12  C13     0.00   0.0  0
 CRI  CONST_20  C16  C15  C14  C13     0.00   0.0  0
 CRI  CONST_21  C38  C37  C36  C35     0.00   0.0  0
 CRI  CONST_22  C38  C39  C40  C35     0.00   0.0  0
 CRI  CONST_23  C39  C40  C35  C36     0.00   0.0  0
 CRI  CONST_24  C39  C38  C37  C36     0.00   0.0  0
 CRI  CONST_25  C40  C35  C36  C37     0.00   0.0  0
 CRI  CONST_26  C40  C39  C38  C37     0.00   0.0  0
 CRI  CONST_27  C6   C1   C2   C     180.00   0.0  0
 CRI  CONST_28  C4   C3   C2   C     180.00   0.0  0
 CRI  CONST_29  N31  C13  C12  C11   180.00   0.0  0
 CRI  CONST_30  C20  C15  C16  C11   180.00   0.0  0
 CRI  CONST_31  C20  C15  C14  C13   180.00   0.0  0
 CRI  CONST_32  N31  C13  C14  C15   180.00   0.0  0
 CRI  CONST_33  C36  C35  C40  C33   180.00   0.0  0
 CRI  CONST_34  C38  C39  C40  C33   180.00   0.0  0
 CRI  CONST_35  C45  C37  C36  C35   180.00   0.0  0
 CRI  CONST_36  C45  C37  C38  C39   180.00   0.0  0
 CRI  CONST_37  H8   C3   C2   C1    180.00   0.0  0
 CRI  CONST_38  H10  C6   C1   C2    180.00   0.0  0
 CRI  CONST_39  H9   C4   C3   C2    180.00   0.0  0
 CRI  CONST_40  H7   C1   C2   C3    180.00   0.0  0
 CRI  CONST_41  H17  C12  C11  C5      0.00   0.0  0
 CRI  CONST_42  H19  C16  C11  C5      0.00   0.0  0
 CRI  CONST_43  H18  C14  C13  C12   180.00   0.0  0
 CRI  CONST_44  H42  C39  C40  C35   180.00   0.0  0
 CRI  CONST_45  H41  C38  C37  C36   180.00   0.0  0
 CRI  CONST_46  H43  C35  C36  C37   180.00   0.0  0
 CRI  CONST_47  H44  C36  C37  C38   180.00   0.0  0
 CRI  CONST_48  C40  C33  N31  C13   180.00   0.0  0
 CRI  CONST_49  C33  N31  C13  C12     0.00   0.0  0
 CRI  CONST_50  C33  N31  C13  C14   180.00   0.0  0
 CRI  CONST_51  H32  N31  C13  C12   180.00   0.0  0
 CRI  CONST_52  C2   C    N    OH    180.00   0.0  0
 CRI  CONST_53  O34  C33  N31  C13     0.00   0.0  0
 CRI  CONST_54  C23  N22  C20  C15   180.00   0.0  0
 CRI  CONST_56  HN   N    C    C2      0.00   0.0  0
 CRI  CONST_57  O    C    N    OH      0.00   0.0  0
 CRI  CONST_58  C23  N22  C20  O21     0.00   0.0  0
 CRI  Var_01    C1   C2   C    N     -33.71  30.0  2
 CRI  Var_02    O21  C20  C15  C14  -125.05  30.0  2
 CRI  Var_03    C35  C40  C33  N31  -152.02  30.0  2
 CRI  Var_04    H46  C45  C37  C36    77.74  30.0  2
 CRI  Var_05    H24  C23  N22  C20   146.35  30.0  3
 CRI  Var_06    H28  C27  N22  C20     5.53  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
 CRI  plan-1  C    0.020
 CRI  plan-1  C1   0.020
 CRI  plan-1  C2   0.020
 CRI  plan-1  C3   0.020
 CRI  plan-1  C4   0.020
 CRI  plan-1  C5   0.020
 CRI  plan-1  C6   0.020
 CRI  plan-1  C11  0.020
 CRI  plan-1  H7   0.020
 CRI  plan-1  H8   0.020
 CRI  plan-1  H9   0.020
 CRI  plan-1  H10  0.020
 CRI  plan-2  C5   0.020
 CRI  plan-2  C11  0.020
 CRI  plan-2  C12  0.020
 CRI  plan-2  C13  0.020
 CRI  plan-2  C14  0.020
 CRI  plan-2  C15  0.020
 CRI  plan-2  C16  0.020
 CRI  plan-2  C20  0.020
 CRI  plan-2  N31  0.020
 CRI  plan-2  H17  0.020
 CRI  plan-2  H18  0.020
 CRI  plan-2  H19  0.020
 CRI  plan-3  C33  0.020
 CRI  plan-3  C35  0.020
 CRI  plan-3  C36  0.020
 CRI  plan-3  C37  0.020
 CRI  plan-3  C38  0.020
 CRI  plan-3  C39  0.020
 CRI  plan-3  C40  0.020
 CRI  plan-3  H43  0.020
 CRI  plan-3  H44  0.020
 CRI  plan-3  H41  0.020
 CRI  plan-3  H42  0.020
 CRI  plan-3  C45  0.020
 CRI  plan-4  N    0.020
 CRI  plan-4  OH   0.020
 CRI  plan-4  O    0.020
 CRI  plan-4  C    0.020
 CRI  plan-4  C2   0.020
 CRI  plan-4  HN   0.020
 CRI  plan-5  C15  0.020
 CRI  plan-5  C20  0.020
 CRI  plan-5  O21  0.020
 CRI  plan-5  N22  0.020
 CRI  plan-5  C23  0.020
 CRI  plan-5  C27  0.020
 CRI  plan-6  C13  0.020
 CRI  plan-6  N31  0.020
 CRI  plan-6  C33  0.020
 CRI  plan-6  O34  0.020
 CRI  plan-6  C40  0.020
 CRI  plan-6  H32  0.020

