Discovery of two new classes of potent monoamine oxidase-B inhibitors by tricky chemistry.
Cagide, F.; Silva, T.; Reis, J.; Gaspar, A.; Borges, F.; Gomes, L. R.; Low, J. N.; Chemical communications (Cambridge, England) 51 (2015) 2832–; doi:10.1039/c4cc08798d

data_7116175
_publ_section_title
;
 Discovery of two new classes of potent monoamine oxidase-B inhibitors by
 tricky chemistry.
;
_journal_issue                   14
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              2832
_journal_paper_doi               10.1039/c4cc08798d
_journal_volume                  51
_journal_year                    2015
_chemical_formula_moiety         'C16 H11 N O3'
_chemical_formula_sum            'C16 H11 N O3'
_chemical_formula_weight         265.26
_chemical_name_systematic
;
(Z)-3-[(Phenylamino)methylene]chroman-2,4-dione  
;
_space_group_IT_number           33
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2c -2n'
_symmetry_space_group_name_H-M   'P n a 21'
_atom_sites_solution_hydrogens   geom
_audit_block_doi                 10.5517/ccz1zkj
_audit_creation_method           SHELXL-97
_audit_update_record
;
2014-12-16 deposited with the CCDC.
2014-12-24 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   16.539(3)
_cell_length_b                   6.2596(12)
_cell_length_c                   11.472(2)
_cell_measurement_reflns_used    4605
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.0
_cell_volume                     1187.7(4)
_computing_cell_refinement
;
CrystalClear-SM Expert 2.0 r13 (Rigaku, 2011)
;
_computing_data_collection
;
CrystalClear-SM Expert 2.0 r13 (Rigaku, 2011)
;
_computing_data_reduction
;
CrystalClear-SM Expert 2.0 r13 (Rigaku, 2011)
;
_computing_molecular_graphics    'PLATON (Spek,2003)'
_computing_publication_material
;
Oscail (McArdle et al., 2004),
SHELXS-97 (Sheldrick, 2008)
;
_computing_structure_refinement
;
Oscail (McArdle et al., 2004),
SHELXS-97 (Sheldrick, 2008)
;
_computing_structure_solution    'SHELXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      100
_diffrn_detector                 CCD
_diffrn_detector_area_resol_mean 28.5714
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_details
;
scan:
    Number of images: 128
               Slice: -110.0000 - 18.0000
         Image width: 1.0000
            Exp time: 20.0000
       Rotation axis: Omega
               Omega: 0.0000
               Kappa: -70.0000
                 Phi: 0.0000
                 XTD: 45.0613
              2theta: -20.1098
scan:
    Number of images: 89
               Slice: -65.0000 - 24.0000
         Image width: 1.0000
            Exp time: 20.0000
       Rotation axis: Omega
               Omega: 0.0000
               Kappa: -15.0000
                 Phi: 0.0000
                 XTD: 45.0613
              2theta: -20.1098
scan:
    Number of images: 44
               Slice: -94.0000 - -50.0000
         Image width: 1.0000
            Exp time: 20.0000
       Rotation axis: Omega
               Omega: 0.0000
               Kappa: 15.0000
                 Phi: 180.0000
                 XTD: 45.0613
              2theta: -20.1098

;
_diffrn_measurement_device
;
AFC12 (Right): Kappa 3 circle
;
_diffrn_measurement_device_type
;
Rigaku Saturn724+ (2x2 bin mode)
;
_diffrn_measurement_method       'profile data from \w-scans'
_diffrn_measurement_specimen_support Mitegen
_diffrn_orient_matrix_type       d*Trek
_diffrn_orient_matrix_UB_11      0.150566
_diffrn_orient_matrix_UB_12      -0.046382
_diffrn_orient_matrix_UB_13      0.026101
_diffrn_orient_matrix_UB_21      0.028554
_diffrn_orient_matrix_UB_22      0.078194
_diffrn_orient_matrix_UB_23      -0.025764
_diffrn_orient_matrix_UB_31      -0.003680
_diffrn_orient_matrix_UB_32      0.020119
_diffrn_orient_matrix_UB_33      0.056981
_diffrn_radiation_monochromator  Confocal
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.0608
_diffrn_reflns_av_sigmaI/netI    0.0578
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            6335
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         3.04
_diffrn_reflns_transf_matrix_11  0.150566
_diffrn_reflns_transf_matrix_12  -0.046382
_diffrn_reflns_transf_matrix_13  0.026101
_diffrn_reflns_transf_matrix_21  0.028554
_diffrn_reflns_transf_matrix_22  0.078194
_diffrn_reflns_transf_matrix_23  -0.025764
_diffrn_reflns_transf_matrix_31  -0.003680
_diffrn_reflns_transf_matrix_32  0.020119
_diffrn_reflns_transf_matrix_33  0.056981
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           55.0
_diffrn_source_power             2.5
_diffrn_source_voltage           45.0
_exptl_absorpt_coefficient_mu    0.104
_exptl_absorpt_correction_T_max  0.9990
_exptl_absorpt_correction_T_min  0.9775
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrystalClear-SM Expert 2.0 r13 (Rigaku, 2011)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.483
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       lath
_exptl_crystal_F_000             552
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.248
_refine_diff_density_min         -0.210
_refine_diff_density_rms         0.057
_refine_ls_abs_structure_details
;
 Flack x determined using 717 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.4(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     181
_refine_ls_number_reflns         2573
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.0818
_refine_ls_R_factor_gt           0.0579
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0512P)^2^+0.3253P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1184
_refine_ls_wR_factor_ref         0.1306
_reflns_number_gt                1943
_reflns_number_total             2573
_reflns_threshold_expression     >2sigma(I)
_publcif_datablock.id            {06113c2d-cce7-4dc2-b45d-bdae7bfd85d8}
_cod_data_source_file            c4cc08798d2.cif
_cod_data_source_block           2
_cod_depositor_comments
'Adding full bibliography for 7116175--7116176.cif.'
_cod_original_sg_symbol_H-M      Pna21
_cod_database_code               7116175
_shelxl_version_number           2014/6