# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar  8 17:01:15 2022
#   Inital geometry file: a 142 line input string
#   Ligand name: 18-chloro-2-oxo-17-[(pyridin-4-ylmethyl)amino]-2,3,11,12,13,14-hexahydro-1H,10H-4,8-(azeno)-9,15,1,3,6-benzodioxatriazacycloheptadecine-7-carbonitrile
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Clc1cc2NC(=O)Nc3cnc(C#N)c(OCCCCCOc2cc1NCc4ccncc4)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
 85A  85A  18-chloro-2-oxo-17-[(pyridin-4-ylmethyl)amino]-2,3,11,12,13,14-hexahydro-1H,10H-4,8-(azeno)-9,15,1,3,6-benzodioxatriazacycloheptadecine-7-carbonitrile  ligand  56  34  .  2022-03-10  2022-03-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_85A
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
 85A  C1    C   CR16  0  -0.530  -0.9377  -1.9405   0.2196
 85A  C2    C   CR6   0   0.402  -1.9421  -2.6273   0.8935
 85A  C3    C   CR6   0   0.217  -2.8721  -1.9265   1.6733
 85A  C4    C   CR16  0  -0.230  -2.7926  -0.5414   1.7053
 85A  C5    C   CR6   0  -0.180  -1.7855   0.1302   1.0428
 85A  C6    C   CR6   0   0.490  -0.8161  -0.5487   0.2953
 85A  N7    N   NH1   0  -0.701   0.2094   0.1331  -0.3073
 85A  CL8   CL  CL    0  -0.132  -1.7182   1.8639   1.1524
 85A  C9    C   CSP   0   0.064  -8.3812  -7.2196   2.4672
 85A  N10   N   NS    0  -0.244  -9.0056  -8.1237   2.1200
 85A  N11   N   NH1   0  -0.763  -3.8809  -2.6292   2.3579
 85A  C12   C   C     0   0.680  -4.2972  -2.2873   3.5954
 85A  N13   N   NH1   0  -0.756  -5.3894  -2.9842   4.1149
 85A  O14   O   O     0  -0.489  -3.8217  -1.3923   4.2686
 85A  C15   C   CR6   0   0.557  -6.1059  -4.0445   3.6553
 85A  N16   N   N     0  -0.512  -5.6401  -4.7970   2.6704
 85A  C17   C   CR6   0   0.584  -6.3600  -5.8378   2.2957
 85A  C18   C   CR6   0   0.030  -7.6017  -6.1055   2.8902
 85A  N19   N   N     0  -0.330  -8.0699  -5.3390   3.8710
 85A  C20   C   CR16  0  -0.185  -7.3460  -4.3291   4.2700
 85A  O21   O   O2    0  -0.474  -2.1065  -3.9593   0.8195
 85A  C22   C   CH2   0  -0.193  -1.2701  -4.6986  -0.0648
 85A  C23   C   CH2   0  -0.461  -4.3728  -5.8786  -0.3352
 85A  C24   C   CH2   0  -0.197  -4.5676  -6.6662   0.9441
 85A  O25   O   O2    0  -0.455  -5.9401  -6.6707   1.3743
 85A  C26   C   CH2   0  -0.476  -1.7781  -6.1144  -0.2098
 85A  C27   C   CH2   0  -0.457  -3.0646  -6.2695  -1.0226
 85A  C28   C   CH2   0  -0.326   1.1367  -0.5198  -1.1967
 85A  C29   C   CR6   0   0.169   2.2616   0.4051  -1.5692
 85A  C30   C   CR16  0  -0.374   2.7729   0.4178  -2.8605
 85A  C31   C   CR16  0  -0.059   3.8335   1.2604  -3.1585
 85A  N32   N   N     0  -0.409   4.3961   2.0730  -2.2725
 85A  C33   C   CR16  0  -0.056   3.9041   2.0608  -1.0382
 85A  C34   C   CR16  0  -0.363   2.8504   1.2543  -0.6382
 85A  H20   H   HCR6  0   0.301  -7.7239  -3.7111   5.0755
 85A  H13   H   HNH1  0   0.432  -5.7353  -2.5600   4.9647
 85A  H11   H   HNH1  0   0.434  -4.2601  -3.4702   1.9396
 85A  H4    H   HCR6  0   0.285  -3.5254   0.0308   2.2538
 85A  H1    H   HCR6  0   0.307  -0.2242  -2.4903  -0.3750
 85A  H221  H   HCH2  0   0.240  -0.2456  -4.7038   0.3221
 85A  H222  H   HCH2  0   0.227  -1.2516  -4.2214  -1.0510
 85A  H261  H   HCH2  0   0.243  -1.8582  -6.5893   0.7719
 85A  H262  H   HCH2  0   0.254  -0.9853  -6.6564  -0.7310
 85A  H271  H   HCH2  0   0.239  -2.9691  -5.6995  -1.9508
 85A  H272  H   HCH2  0   0.238  -3.1477  -7.3175  -1.3242
 85A  H231  H   HCH2  0   0.236  -4.4169  -4.8066  -0.1376
 85A  H232  H   HCH2  0   0.247  -5.1949  -6.1049  -1.0187
 85A  H241  H   HCH2  0   0.259  -4.3332  -7.7188   0.7798
 85A  H242  H   HCH2  0   0.247  -3.9320  -6.2980   1.7498
 85A  HN7   H   HNH1  0   0.382  -0.0035   1.0878  -0.5545
 85A  H281  H   HCH2  0   0.251   0.6563  -0.9007  -2.1068
 85A  H282  H   HCH2  0   0.269   1.5695  -1.3864  -0.6878
 85A  H34   H   HCR6  0   0.269   2.5006   1.2943   0.3848
 85A  H33   H   HCR6  0   0.265   4.3722   2.7293  -0.3242
 85A  H31   H   HCR6  0   0.265   4.2405   1.2810  -4.1635
 85A  H30   H   HCR6  0   0.269   2.3525  -0.2148  -3.6317

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
 85A  C1   C6    aromatic  1.399  0.020  1.399
 85A  C1   C2    single    1.391  0.020  1.391
 85A  C1   H1    single    0.930  0.020  1.080
 85A  C2   C3    aromatic  1.402  0.020  1.402
 85A  C2   O21   single    1.344  0.020  1.344
 85A  C3   N11   single    1.407  0.020  1.407
 85A  C3   C4    single    1.388  0.020  1.388
 85A  C4   C5    aromatic  1.380  0.020  1.380
 85A  C4   H4    single    0.930  0.020  1.080
 85A  C5   CL8   single    1.738  0.020  1.738
 85A  C5   C6    aromatic  1.400  0.020  1.400
 85A  C6   N7    single    1.371  0.020  1.371
 85A  N7   C28   single    1.441  0.020  1.441
 85A  N7   HN7   single    0.890  0.020  1.040
 85A  C9   N10   triple    1.152  0.020  1.152
 85A  C9   C18   single    1.424  0.020  1.424
 85A  N11  C12   single    1.350  0.020  1.350
 85A  N11  H11   single    0.860  0.020  1.020
 85A  C12  N13   single    1.396  0.020  1.396
 85A  C12  O14   double    1.217  0.020  1.217
 85A  N13  C15   single    1.360  0.020  1.360
 85A  N13  H13   single    0.860  0.020  1.020
 85A  C15  C20   single    1.413  0.020  1.413
 85A  C15  N16   aromatic  1.324  0.020  1.324
 85A  N16  C17   aromatic  1.320  0.020  1.320
 85A  C17  O25   single    1.311  0.020  1.311
 85A  C17  C18   single    1.403  0.020  1.403
 85A  C18  N19   aromatic  1.330  0.020  1.330
 85A  N19  C20   aromatic  1.305  0.020  1.305
 85A  C20  H20   single    0.930  0.020  1.080
 85A  O21  C22   single    1.424  0.020  1.424
 85A  C22  C26   single    1.511  0.020  1.511
 85A  C22  H221  single    0.970  0.020  1.090
 85A  C22  H222  single    0.970  0.020  1.090
 85A  C23  C27   single    1.529  0.020  1.529
 85A  C23  C24   single    1.515  0.020  1.515
 85A  C23  H231  single    0.970  0.020  1.090
 85A  C23  H232  single    0.970  0.020  1.090
 85A  C24  O25   single    1.438  0.020  1.438
 85A  C24  H241  single    0.970  0.020  1.090
 85A  C24  H242  single    0.970  0.020  1.090
 85A  C26  C27   single    1.530  0.020  1.530
 85A  C26  H261  single    0.970  0.020  1.090
 85A  C26  H262  single    0.970  0.020  1.090
 85A  C27  H271  single    0.970  0.020  1.090
 85A  C27  H272  single    0.970  0.020  1.090
 85A  C28  C29   single    1.503  0.020  1.503
 85A  C28  H281  single    0.970  0.020  1.090
 85A  C28  H282  single    0.970  0.020  1.090
 85A  C29  C34   aromatic  1.391  0.020  1.391
 85A  C29  C30   aromatic  1.389  0.020  1.389
 85A  C30  C31   aromatic  1.387  0.020  1.387
 85A  C30  H30   single    0.930  0.020  1.080
 85A  C31  N32   aromatic  1.327  0.020  1.327
 85A  C31  H31   single    0.930  0.020  1.080
 85A  N32  C33   aromatic  1.329  0.020  1.329
 85A  C33  C34   aromatic  1.386  0.020  1.386
 85A  C33  H33   single    0.930  0.020  1.080
 85A  C34  H34   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
 85A  H1    C1   C6    118.63  3.000
 85A  H1    C1   C2    119.52  3.000
 85A  C6    C1   C2    121.85  3.000
 85A  O21   C2   C3    116.42  3.000
 85A  O21   C2   C1    123.43  3.000
 85A  C3    C2   C1    120.12  3.000
 85A  N11   C3   C4    121.89  3.000
 85A  C4    C3   C2    118.29  3.000
 85A  N11   C3   C2    119.78  3.000
 85A  H4    C4   C5    118.78  3.000
 85A  H4    C4   C3    120.12  3.000
 85A  C5    C4   C3    121.10  3.000
 85A  CL8   C5   C6    119.37  3.000
 85A  C6    C5   C4    121.72  3.000
 85A  CL8   C5   C4    118.90  3.000
 85A  N7    C6   C5    120.77  3.000
 85A  N7    C6   C1    122.40  3.000
 85A  C5    C6   C1    116.82  3.000
 85A  HN7   N7   C28   114.41  3.000
 85A  HN7   N7   C6    114.86  3.000
 85A  C28   N7   C6    121.82  3.000
 85A  C18   C9   N10   180.00  3.000
 85A  H11   N11  C12   118.26  3.000
 85A  H11   N11  C3    118.82  3.000
 85A  C12   N11  C3    122.73  3.000
 85A  O14   C12  N13   117.85  3.000
 85A  O14   C12  N11   124.96  3.000
 85A  N13   C12  N11   117.14  3.000
 85A  H13   N13  C15   115.54  3.000
 85A  H13   N13  C12   111.78  3.000
 85A  C15   N13  C12   132.52  3.000
 85A  C20   C15  N16   121.19  3.000
 85A  N16   C15  N13   120.61  3.000
 85A  C20   C15  N13   118.19  3.000
 85A  C17   N16  C15   117.87  3.000
 85A  O25   C17  C18   117.40  3.000
 85A  C18   C17  N16   120.87  3.000
 85A  O25   C17  N16   121.73  3.000
 85A  N19   C18  C17   120.95  3.000
 85A  N19   C18  C9    118.51  3.000
 85A  C17   C18  C9    120.54  3.000
 85A  C20   N19  C18   118.44  3.000
 85A  H20   C20  N19   118.38  3.000
 85A  H20   C20  C15   120.98  3.000
 85A  N19   C20  C15   120.64  3.000
 85A  C22   O21  C2    118.48  3.000
 85A  H222  C22  H221  107.71  3.000
 85A  H222  C22  C26   109.10  3.000
 85A  H221  C22  C26   110.12  3.000
 85A  H222  C22  O21   110.04  3.000
 85A  H221  C22  O21   109.42  3.000
 85A  C26   C22  O21   110.40  3.000
 85A  H232  C23  H231  106.64  3.000
 85A  H232  C23  C27   108.03  3.000
 85A  H231  C23  C27   111.55  3.000
 85A  H232  C23  C24   108.89  3.000
 85A  H231  C23  C24   110.65  3.000
 85A  C27   C23  C24   110.91  3.000
 85A  H242  C24  H241  108.17  3.000
 85A  H242  C24  O25   109.65  3.000
 85A  H241  C24  O25   104.31  3.000
 85A  H242  C24  C23   111.93  3.000
 85A  H241  C24  C23   110.30  3.000
 85A  O25   C24  C23   112.14  3.000
 85A  C24   O25  C17   120.92  3.000
 85A  H262  C26  H261  105.42  3.000
 85A  H262  C26  C27   107.85  3.000
 85A  H261  C26  C27   111.80  3.000
 85A  H262  C26  C22   105.46  3.000
 85A  H261  C26  C22   110.20  3.000
 85A  C27   C26  C22   115.39  3.000
 85A  H272  C27  H271  105.79  3.000
 85A  H272  C27  C26   107.92  3.000
 85A  H271  C27  C26   108.95  3.000
 85A  H272  C27  C23   107.70  3.000
 85A  H271  C27  C23   108.86  3.000
 85A  C26   C27  C23   117.06  3.000
 85A  H282  C28  H281  106.50  3.000
 85A  H282  C28  C29   107.86  3.000
 85A  H281  C28  C29   109.62  3.000
 85A  H282  C28  N7    109.03  3.000
 85A  H281  C28  N7    112.79  3.000
 85A  C29   C28  N7    110.84  3.000
 85A  C34   C29  C30   117.44  3.000
 85A  C30   C29  C28   120.77  3.000
 85A  C34   C29  C28   121.77  3.000
 85A  H30   C30  C31   119.93  3.000
 85A  H30   C30  C29   120.93  3.000
 85A  C31   C30  C29   119.14  3.000
 85A  H31   C31  N32   116.61  3.000
 85A  H31   C31  C30   119.84  3.000
 85A  N32   C31  C30   123.54  3.000
 85A  C33   N32  C31   117.22  3.000
 85A  H33   C33  C34   119.80  3.000
 85A  H33   C33  N32   116.49  3.000
 85A  C34   C33  N32   123.71  3.000
 85A  H34   C34  C33   119.82  3.000
 85A  H34   C34  C29   121.24  3.000
 85A  C33   C34  C29   118.94  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
 85A  CONST_01  C4   C5   C6   C1      0.00   0.0  0
 85A  CONST_02  C4   C3   C2   C1      0.00   0.0  0
 85A  CONST_03  C5   C6   C1   C2      0.00   0.0  0
 85A  CONST_04  C5   C4   C3   C2      0.00   0.0  0
 85A  CONST_05  C6   C1   C2   C3      0.00   0.0  0
 85A  CONST_06  C6   C5   C4   C3      0.00   0.0  0
 85A  CONST_07  C18  N19  C20  C15     0.00   0.0  0
 85A  CONST_08  C18  C17  N16  C15     0.00   0.0  0
 85A  CONST_09  N19  C20  C15  N16     0.00   0.0  0
 85A  CONST_10  N19  C18  C17  N16     0.00   0.0  0
 85A  CONST_11  C20  C15  N16  C17     0.00   0.0  0
 85A  CONST_12  C20  N19  C18  C17     0.00   0.0  0
 85A  CONST_13  N32  C33  C34  C29     0.00   0.0  0
 85A  CONST_14  N32  C31  C30  C29     0.00   0.0  0
 85A  CONST_15  C33  C34  C29  C30     0.00   0.0  0
 85A  CONST_16  C33  N32  C31  C30     0.00   0.0  0
 85A  CONST_17  C34  C29  C30  C31     0.00   0.0  0
 85A  CONST_18  C34  C33  N32  C31     0.00   0.0  0
 85A  CONST_20  N13  C12  N11  C3    180.00   0.0  0
 85A  CONST_22  C15  N13  C12  N11     0.00   0.0  0
 85A  CONST_23  C20  C15  N13  C12   180.00   0.0  0
 85A  CONST_25  CL8  C5   C6   C1    180.00   0.0  0
 85A  CONST_26  N7   C6   C1   C2    180.00   0.0  0
 85A  CONST_27  CL8  C5   C4   C3    180.00   0.0  0
 85A  CONST_28  N7   C6   C5   C4    180.00   0.0  0
 85A  CONST_29  N16  C17  C18  C9    180.00   0.0  0
 85A  CONST_30  O25  C17  C18  C9      0.00   0.0  0
 85A  CONST_31  C20  N19  C18  C9    180.00   0.0  0
 85A  CONST_32  C33  C34  C29  C28   180.00   0.0  0
 85A  CONST_33  C31  C30  C29  C28   180.00   0.0  0
 85A  CONST_34  O14  C12  N11  C3      0.00   0.0  0
 85A  CONST_35  C15  N13  C12  O14   180.00   0.0  0
 85A  CONST_36  H4   C4   C3   C2    180.00   0.0  0
 85A  CONST_37  H1   C1   C2   C3    180.00   0.0  0
 85A  CONST_38  H20  C20  C15  N13     0.00   0.0  0
 85A  CONST_39  H33  C33  C34  C29   180.00   0.0  0
 85A  CONST_40  H31  C31  C30  C29   180.00   0.0  0
 85A  CONST_41  H34  C34  C29  C30   180.00   0.0  0
 85A  CONST_42  H30  C30  C31  N32   180.00   0.0  0
 85A  CONST_44  H13  N13  C15  N16   180.00   0.0  0
 85A  CONST_45  C28  N7   C6   C1      0.00   0.0  0
 85A  CONST_46  C28  N7   C6   C5    180.00   0.0  0
 85A  Var_01    C26  C22  O21  C2   -168.97  30.0  1
 85A  Var_02    C23  C24  O25  C17   -98.01  30.0  1
 85A  Var_03    C27  C26  C22  O21    72.06  30.0  1
 85A  Var_04    C23  C27  C26  C22   -76.34  30.0  1
 85A  Var_05    C26  C27  C23  C24   -57.24  30.0  1
 85A  Var_06    C27  C23  C24  O25  -160.53  30.0  1
 85A  Var_07    C29  C28  N7   C6   -172.37  30.0  3
 85A  Var_08    C34  C29  C28  N7     40.46  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
 85A  plan-1  C1   0.020
 85A  plan-1  C2   0.020
 85A  plan-1  C3   0.020
 85A  plan-1  C4   0.020
 85A  plan-1  C5   0.020
 85A  plan-1  C6   0.020
 85A  plan-1  N7   0.020
 85A  plan-1  CL8  0.020
 85A  plan-1  N11  0.020
 85A  plan-1  O21  0.020
 85A  plan-1  H4   0.020
 85A  plan-1  H1   0.020
 85A  plan-2  C9   0.020
 85A  plan-2  N10  0.020
 85A  plan-2  N13  0.020
 85A  plan-2  C15  0.020
 85A  plan-2  N16  0.020
 85A  plan-2  C17  0.020
 85A  plan-2  C18  0.020
 85A  plan-2  N19  0.020
 85A  plan-2  C20  0.020
 85A  plan-2  O25  0.020
 85A  plan-2  H20  0.020
 85A  plan-3  C28  0.020
 85A  plan-3  C29  0.020
 85A  plan-3  C30  0.020
 85A  plan-3  C31  0.020
 85A  plan-3  N32  0.020
 85A  plan-3  C33  0.020
 85A  plan-3  C34  0.020
 85A  plan-3  H34  0.020
 85A  plan-3  H33  0.020
 85A  plan-3  H31  0.020
 85A  plan-3  H30  0.020
 85A  plan-4  C3   0.020
 85A  plan-4  N11  0.020
 85A  plan-4  C12  0.020
 85A  plan-4  N13  0.020
 85A  plan-4  O14  0.020
 85A  plan-4  C15  0.020
 85A  plan-4  H13  0.020
 85A  plan-4  H11  0.020
 85A  plan-5  C6   0.020
 85A  plan-5  N7   0.020
 85A  plan-5  C28  0.020
 85A  plan-5  HN7  0.020

