# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version 1.18.1-3865-
#   - file written: Tue Jun  9 18:07:31 2020
#   Inital geometry file: a 108 line input string
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COC(=O)Cc1c(C)n(C(=O)[C+]234[B-]56[B+]78[B-]9%10[C@@]2%11[B]9%12%13[B]7%10%14[B]58%15[B]36%16[B]%12%14%15[B]4%11%13%16)c%17ccc(OC)cc1%17
#
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
 N1B  N1B  'None                     '  ligand  44  30  .  2021-08-15  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_N1B
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
 N1B  C01  C  CR6   0   0.402  108.0527  53.2907  70.9402
 N1B  C02  C  CR16  0  -0.399  108.7360  53.8308  72.0371
 N1B  C03  C  CR16  0  -0.269  110.1245  53.8671  72.0759
 N1B  C04  C  CR56  0   0.324  110.8234  53.3500  70.9989
 N1B  C05  C  CR56  0   0.100  110.1499  52.8154  69.8948
 N1B  C06  C  CR16  0  -0.480  108.7634  52.7806  69.8579
 N1B  N07  N  NR5   0  -0.671  112.1971  53.2877  70.7136
 N1B  C08  C  CR5   0   0.312  112.3666  52.6481  69.4682
 N1B  C09  C  CR5   0  -0.008  111.1438  52.3649  68.9569
 N1B  C10  C  CH3   0  -0.770  113.6891  52.2012  68.9578
 N1B  C11  C  CH2   0  -0.684  110.8235  51.6701  67.6794
 N1B  C12  C  C     0   0.592  110.1481  50.3293  67.8636
 N1B  O13  O  O     0  -0.452  109.2725  49.9085  67.1493
 N1B  C14  C  C     0   0.627  113.1579  53.7944  71.5497
 N1B  O15  O  O     0  -0.399  112.9849  53.8847  72.7457
 N1B  C16  C  C     0  -0.391  114.4305  54.3141  70.9422
 N1B  B17  B  B     0   0.134  115.4239  54.8043  72.1943
 N1B  B18  B  B     0  -0.005  116.9536  54.5726  71.6928
 N1B  B19  B  B     0   0.105  117.2388  55.4552  70.3587
 N1B  B20  B  B     0  -0.057  116.3283  56.0595  71.7290
 N1B  B21  B  B     0  -0.025  114.7241  55.9675  71.2531
 N1B  B23  B  B     0   0.073  114.6691  55.2678  69.7108
 N1B  C22  C  CT    0  -0.220  115.7324  53.5007  71.3009
 N1B  B24  B  B     0   0.150  116.7165  53.8936  70.1840
 N1B  B25  B  B     0  -0.039  116.1934  55.0335  69.1410
 N1B  B26  B  B     0   0.130  115.8775  56.3181  70.1530
 N1B  O27  O  O2    0  -0.476  106.7086  53.2238  70.8522
 N1B  C28  C  CH3   0  -0.436  105.9315  53.7251  71.9206
 N1B  O29  O  O2    0  -0.439  110.6552  49.6574  68.8827
 N1B  C30  C  CH3   0  -0.428  110.1249  48.3578  69.1470
 N1B  H1   H  HCR6  0   0.282  108.1986  54.2289  72.8863
 N1B  H2   H  HCR6  0   0.279  110.6125  54.2824  72.9434
 N1B  H3   H  HCR6  0   0.253  108.2311  52.3712  69.0074
 N1B  H4   H  HCH3  0   0.269  114.2682  51.7082  69.7386
 N1B  H5   H  HCH3  0   0.276  113.5414  51.4775  68.1594
 N1B  H6   H  HCH3  0   0.293  114.2965  53.0118  68.5592
 N1B  H7   H  HCH2  0   0.293  110.1758  52.2891  67.0557
 N1B  H8   H  HCH2  0   0.304  111.7290  51.4941  67.0920
 N1B  H9   H  HCH3  0   0.259  104.8914  53.5661  71.6467
 N1B  H10  H  HCH3  0   0.227  106.1317  53.1965  72.8563
 N1B  H11  H  HCH3  0   0.227  106.0931  54.7948  72.0781
 N1B  H12  H  HCH3  0   0.253  110.6950  47.9690  69.9851
 N1B  H13  H  HCH3  0   0.241  109.0709  48.4091  69.4190
 N1B  H14  H  HCH3  0   0.241  110.2437  47.6960  68.2899

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
 N1B  C01  C02  aromatic  1.401  0.020  1.401
 N1B  C01  C06  aromatic  1.392  0.020  1.392
 N1B  C01  O27  single    1.349  0.020  1.349
 N1B  C02  C03  aromatic  1.390  0.020  1.390
 N1B  C03  C04  aromatic  1.384  0.020  1.384
 N1B  C04  C05  aromatic  1.399  0.020  1.399
 N1B  C04  N07  aromatic  1.404  0.020  1.404
 N1B  C05  C06  aromatic  1.387  0.020  1.387
 N1B  C05  C09  aromatic  1.439  0.020  1.439
 N1B  N07  C08  aromatic  1.410  0.020  1.410
 N1B  N07  C14  single    1.371  0.020  1.371
 N1B  C08  C09  aromatic  1.355  0.020  1.355
 N1B  C08  C10  single    1.486  0.020  1.486
 N1B  C09  C11  single    1.489  0.020  1.489
 N1B  C11  C12  single    1.513  0.020  1.513
 N1B  C12  O13  double    1.206  0.020  1.206
 N1B  C12  O29  single    1.322  0.020  1.322
 N1B  C14  O15  double    1.212  0.020  1.212
 N1B  C14  C16  single    1.503  0.020  1.503
 N1B  C16  B17  single    1.672  0.020  1.672
 N1B  C16  B21  single    1.708  0.020  1.708
 N1B  C16  B23  single    1.576  0.020  1.576
 N1B  C16  C22  single    1.576  0.020  1.576
 N1B  B17  B18  single    1.626  0.020  1.626
 N1B  B17  B20  single    1.616  0.020  1.616
 N1B  B17  B21  single    1.652  0.020  1.652
 N1B  B17  C22  single    1.610  0.020  1.610
 N1B  B18  B19  single    1.625  0.020  1.625
 N1B  B18  B20  single    1.613  0.020  1.613
 N1B  B18  C22  single    1.672  0.020  1.672
 N1B  B18  B24  single    1.671  0.020  1.671
 N1B  B19  B20  single    1.753  0.020  1.753
 N1B  B19  B24  single    1.656  0.020  1.656
 N1B  B19  B25  single    1.659  0.020  1.659
 N1B  B19  B26  single    1.625  0.020  1.625
 N1B  B20  B21  single    1.676  0.020  1.676
 N1B  B20  B26  single    1.660  0.020  1.660
 N1B  B21  B23  single    1.695  0.020  1.695
 N1B  B21  B26  single    1.632  0.020  1.632
 N1B  B23  B25  single    1.644  0.020  1.644
 N1B  B23  B26  single    1.661  0.020  1.661
 N1B  C22  B24  single    1.540  0.020  1.540
 N1B  B24  B25  single    1.631  0.020  1.631
 N1B  B25  B26  single    1.666  0.020  1.666
 N1B  O27  C28  single    1.413  0.020  1.413
 N1B  O29  C30  single    1.428  0.020  1.428
 N1B  C02  H1   single    0.930  0.020  1.080
 N1B  C03  H2   single    0.930  0.020  1.080
 N1B  C06  H3   single    0.930  0.020  1.080
 N1B  C10  H4   single    0.970  0.020  1.090
 N1B  C10  H5   single    0.970  0.020  1.090
 N1B  C10  H6   single    0.970  0.020  1.090
 N1B  C11  H7   single    0.970  0.020  1.090
 N1B  C11  H8   single    0.970  0.020  1.090
 N1B  C28  H9   single    0.970  0.020  1.090
 N1B  C28  H10  single    0.970  0.020  1.090
 N1B  C28  H11  single    0.970  0.020  1.090
 N1B  C30  H12  single    0.970  0.020  1.090
 N1B  C30  H13  single    0.970  0.020  1.090
 N1B  C30  H14  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
 N1B  O27  C01  C06  116.11  3.000
 N1B  O27  C01  C02  123.81  3.000
 N1B  C06  C01  C02  120.08  3.000
 N1B  H1   C02  C03  117.72  3.000
 N1B  H1   C02  C01  120.98  3.000
 N1B  C03  C02  C01  121.30  3.000
 N1B  H2   C03  C04  122.77  3.000
 N1B  H2   C03  C02  118.99  3.000
 N1B  C04  C03  C02  118.23  3.000
 N1B  N07  C04  C05  107.07  3.000
 N1B  N07  C04  C03  131.96  3.000
 N1B  C05  C04  C03  120.90  3.000
 N1B  C09  C05  C06  131.69  3.000
 N1B  C09  C05  C04  107.54  3.000
 N1B  C06  C05  C04  120.76  3.000
 N1B  H3   C06  C05  121.41  3.000
 N1B  H3   C06  C01  119.87  3.000
 N1B  C05  C06  C01  118.72  3.000
 N1B  C14  N07  C08  128.47  3.000
 N1B  C14  N07  C04  123.05  3.000
 N1B  C08  N07  C04  108.48  3.000
 N1B  C10  C08  C09  127.62  3.000
 N1B  C10  C08  N07  123.13  3.000
 N1B  C09  C08  N07  108.63  3.000
 N1B  C11  C09  C08  127.97  3.000
 N1B  C11  C09  C05  123.83  3.000
 N1B  C08  C09  C05  108.17  3.000
 N1B  H6   C10  H5   107.61  3.000
 N1B  H6   C10  H4   107.62  3.000
 N1B  H5   C10  H4   107.28  3.000
 N1B  H6   C10  C08  113.47  3.000
 N1B  H5   C10  C08  109.34  3.000
 N1B  H4   C10  C08  111.27  3.000
 N1B  H8   C11  H7   106.00  3.000
 N1B  H8   C11  C12  107.00  3.000
 N1B  H7   C11  C12  107.89  3.000
 N1B  H8   C11  C09  110.97  3.000
 N1B  H7   C11  C09  110.69  3.000
 N1B  C12  C11  C09  113.91  3.000
 N1B  O29  C12  O13  123.91  3.000
 N1B  O29  C12  C11  111.91  3.000
 N1B  O13  C12  C11  124.16  3.000
 N1B  C16  C14  O15  119.60  3.000
 N1B  C16  C14  N07  118.35  3.000
 N1B  O15  C14  N07  121.97  3.000
 N1B  C22  C16  B23  111.41  3.000
 N1B  C22  C16  B21  108.43  3.000
 N1B  B23  C16  B21   61.98  3.000
 N1B  C22  C16  B17   59.35  3.000
 N1B  B23  C16  B17  108.53  3.000
 N1B  B21  C16  B17   58.50  3.000
 N1B  C22  C16  C14  115.40  3.000
 N1B  B23  C16  C14  130.80  3.000
 N1B  B21  C16  C14  114.00  3.000
 N1B  B17  C16  C14  107.57  3.000
 N1B  C22  B17  B21  109.58  3.000
 N1B  C22  B17  B20  111.22  3.000
 N1B  B21  B17  B20   61.70  3.000
 N1B  C22  B17  B18   62.18  3.000
 N1B  B21  B17  B18  108.85  3.000
 N1B  B20  B17  B18   59.69  3.000
 N1B  C22  B17  C16   57.38  3.000
 N1B  B21  B17  C16   61.84  3.000
 N1B  B20  B17  C16  110.17  3.000
 N1B  B18  B17  C16  106.63  3.000
 N1B  B24  B18  C22   54.84  3.000
 N1B  B24  B18  B20  109.86  3.000
 N1B  C22  B18  B20  108.25  3.000
 N1B  B24  B18  B19   60.29  3.000
 N1B  C22  B18  B19  106.50  3.000
 N1B  B20  B18  B19   65.54  3.000
 N1B  B24  B18  B17  101.70  3.000
 N1B  C22  B18  B17   58.43  3.000
 N1B  B20  B18  B17   59.82  3.000
 N1B  B19  B18  B17  109.93  3.000
 N1B  B26  B19  B25   60.94  3.000
 N1B  B26  B19  B24  102.90  3.000
 N1B  B25  B19  B24   58.95  3.000
 N1B  B26  B19  B20   58.71  3.000
 N1B  B25  B19  B20  109.52  3.000
 N1B  B24  B19  B20  104.11  3.000
 N1B  B26  B19  B18  104.20  3.000
 N1B  B25  B19  B18  110.73  3.000
 N1B  B24  B19  B18   61.25  3.000
 N1B  B20  B19  B18   56.92  3.000
 N1B  B26  B20  B21   58.59  3.000
 N1B  B26  B20  B19   56.79  3.000
 N1B  B21  B20  B19  104.85  3.000
 N1B  B26  B20  B18  103.15  3.000
 N1B  B21  B20  B18  108.30  3.000
 N1B  B19  B20  B18   57.55  3.000
 N1B  B26  B20  B17  104.03  3.000
 N1B  B21  B20  B17   60.21  3.000
 N1B  B19  B20  B17  104.37  3.000
 N1B  B18  B20  B17   60.49  3.000
 N1B  B26  B21  B23   59.88  3.000
 N1B  B26  B21  B20   60.21  3.000
 N1B  B23  B21  B20  108.20  3.000
 N1B  B26  B21  B17  103.65  3.000
 N1B  B23  B21  B17  103.98  3.000
 N1B  B20  B21  B17   58.09  3.000
 N1B  B26  B21  C16  101.93  3.000
 N1B  B23  B21  C16   55.18  3.000
 N1B  B20  B21  C16  105.63  3.000
 N1B  B17  B21  C16   59.66  3.000
 N1B  B26  B23  B25   60.52  3.000
 N1B  B26  B23  B21   58.19  3.000
 N1B  B25  B23  B21  110.13  3.000
 N1B  B26  B23  C16  106.55  3.000
 N1B  B25  B23  C16  108.97  3.000
 N1B  B21  B23  C16   62.84  3.000
 N1B  B24  C22  B18   62.58  3.000
 N1B  B24  C22  B17  108.57  3.000
 N1B  B18  C22  B17   59.38  3.000
 N1B  B24  C22  C16  103.37  3.000
 N1B  B18  C22  C16  109.02  3.000
 N1B  B17  C22  C16   63.28  3.000
 N1B  B25  B24  C22  115.93  3.000
 N1B  B25  B24  B19   60.63  3.000
 N1B  C22  B24  B19  111.45  3.000
 N1B  B25  B24  B18  109.80  3.000
 N1B  C22  B24  B18   62.58  3.000
 N1B  B19  B24  B18   58.46  3.000
 N1B  B26  B25  B24  102.20  3.000
 N1B  B26  B25  B23   60.24  3.000
 N1B  B24  B25  B23  100.09  3.000
 N1B  B26  B25  B19   58.51  3.000
 N1B  B24  B25  B19   60.42  3.000
 N1B  B23  B25  B19  107.07  3.000
 N1B  B25  B26  B23   59.24  3.000
 N1B  B25  B26  B21  112.20  3.000
 N1B  B23  B26  B21   61.93  3.000
 N1B  B25  B26  B20  113.91  3.000
 N1B  B23  B26  B20  110.61  3.000
 N1B  B21  B26  B20   61.21  3.000
 N1B  B25  B26  B19   60.56  3.000
 N1B  B23  B26  B19  107.90  3.000
 N1B  B21  B26  B19  113.12  3.000
 N1B  B20  B26  B19   64.50  3.000
 N1B  C28  O27  C01  118.77  3.000
 N1B  H11  C28  H10  108.82  3.000
 N1B  H11  C28  H9   108.71  3.000
 N1B  H10  C28  H9   108.67  3.000
 N1B  H11  C28  O27  112.01  3.000
 N1B  H10  C28  O27  112.02  3.000
 N1B  H9   C28  O27  106.49  3.000
 N1B  C30  O29  C12  117.56  3.000
 N1B  H14  C30  H13  109.29  3.000
 N1B  H14  C30  H12  109.42  3.000
 N1B  H13  C30  H12  109.40  3.000
 N1B  H14  C30  O29  111.51  3.000
 N1B  H13  C30  O29  111.26  3.000
 N1B  H12  C30  O29  105.89  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
 N1B  CONST_01  C04  C03  C02  C01     0.00   0.0  0
 N1B  CONST_02  C04  C05  C06  C01     0.00   0.0  0
 N1B  CONST_03  C09  C05  C06  C01   180.00   0.0  0
 N1B  CONST_04  C05  C06  C01  C02     0.00   0.0  0
 N1B  CONST_05  C05  C04  C03  C02     0.00   0.0  0
 N1B  CONST_06  N07  C04  C03  C02   180.00   0.0  0
 N1B  CONST_07  C06  C01  C02  C03     0.00   0.0  0
 N1B  CONST_08  C06  C05  C04  C03     0.00   0.0  0
 N1B  CONST_09  C09  C05  C04  C03   180.00   0.0  0
 N1B  CONST_10  C08  N07  C04  C03   180.00   0.0  0
 N1B  CONST_11  C08  C09  C05  C04     0.00   0.0  0
 N1B  CONST_12  C09  C08  N07  C04     0.00   0.0  0
 N1B  CONST_13  C08  N07  C04  C05     0.00   0.0  0
 N1B  CONST_14  N07  C08  C09  C05     0.00   0.0  0
 N1B  CONST_15  N07  C04  C05  C06   180.00   0.0  0
 N1B  CONST_16  C08  C09  C05  C06   180.00   0.0  0
 N1B  CONST_17  C09  C05  C04  N07     0.00   0.0  0
 N1B  CONST_18  O27  C01  C02  C03   180.00   0.0  0
 N1B  CONST_19  C14  N07  C04  C03     0.00   0.0  0
 N1B  CONST_20  C11  C09  C05  C04   180.00   0.0  0
 N1B  CONST_21  C10  C08  N07  C04   180.00   0.0  0
 N1B  CONST_22  C14  N07  C04  C05   180.00   0.0  0
 N1B  CONST_23  O27  C01  C06  C05   180.00   0.0  0
 N1B  CONST_24  C10  C08  C09  C05   180.00   0.0  0
 N1B  CONST_25  C11  C09  C05  C06     0.00   0.0  0
 N1B  CONST_26  C11  C09  C08  N07   180.00   0.0  0
 N1B  CONST_27  C14  N07  C08  C09   180.00   0.0  0
 N1B  CONST_30  H2   C03  C02  C01   180.00   0.0  0
 N1B  CONST_31  H3   C06  C01  C02   180.00   0.0  0
 N1B  CONST_32  H1   C02  C03  C04   180.00   0.0  0
 N1B  Var_01    B19  B18  B17  C16    60.11  30.0  1
 N1B  Var_02    B25  B23  B21  C16  -101.59  30.0  1
 N1B  Var_03    B19  B26  B21  C16   -61.58  30.0  1
 N1B  Var_04    B19  B25  B23  C16   -62.34  30.0  1
 N1B  Var_05    B20  B19  B18  B17    41.20  30.0  1
 N1B  Var_06    B23  B25  B19  B18    58.00  30.0  1
 N1B  Var_07    B17  C16  C14  N07  -177.78  30.0  3
 N1B  Var_08    C12  C11  C09  C05   -63.75  30.0  2
 N1B  Var_09    H4   C10  C08  N07    43.95  30.0  2
 N1B  Var_10    O13  C12  C11  C09   142.45  30.0  3
 N1B  Var_11    H9   C28  O27  C01  -179.61  30.0  3
 N1B  Var_12    H12  C30  O29  C12   177.86  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
 N1B  plan-1  C01  0.020
 N1B  plan-1  C02  0.020
 N1B  plan-1  C03  0.020
 N1B  plan-1  C04  0.020
 N1B  plan-1  C05  0.020
 N1B  plan-1  C06  0.020
 N1B  plan-1  N07  0.020
 N1B  plan-1  C08  0.020
 N1B  plan-1  C09  0.020
 N1B  plan-1  C10  0.020
 N1B  plan-1  C11  0.020
 N1B  plan-1  C14  0.020
 N1B  plan-1  O15  0.020
 N1B  plan-1  C16  0.020
 N1B  plan-1  O27  0.020
 N1B  plan-1  H1   0.020
 N1B  plan-1  H2   0.020
 N1B  plan-1  H3   0.020
 N1B  plan-2  C11  0.020
 N1B  plan-2  C12  0.020
 N1B  plan-2  O13  0.020
 N1B  plan-2  O29  0.020

