A Series of β-Carboline Alkaloids from the Seeds of Peganum harmala Show G-Quadruplex Interactions.
Wang, Kai-Bo; Li, Da-Hong; Hu, Ping; Wang, Wen-Jing; Lin, Clement; Wang, Jian; Lin, Bin; Bai, Jiao; Pei, Yue-Hu; Jing, Yong-Kui; Li, Zhan-Lin; Yang, Danzhou; Hua, Hui-Ming; Organic letters 18 (2016) 3398–3401; doi:10.1021/acs.orglett.6b01560

data_1555617
_publ_section_title
;
 A Series of \b-Carboline Alkaloids from the Seeds of Peganum harmala Show
 G-Quadruplex Interactions.
;
_journal_issue                   14
_journal_name_full               'Organic letters'
_journal_page_first              3398
_journal_page_last               3401
_journal_paper_doi               10.1021/acs.orglett.6b01560
_journal_volume                  18
_journal_year                    2016
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C24 H22 N4 O3, 2(C H4 O)'
_chemical_formula_sum            'C26 H30 N4 O5'
_chemical_formula_weight         478.54
_chemical_name_common            'pegaharmine A'
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2015-01-09
_audit_creation_method
;
  Olex2 1.1
  (compiled 2011.02.15 svn.r1672, GUI svn.r3494)
;
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.7084(3)
_cell_length_b                   15.1043(9)
_cell_length_c                   16.6406(8)
_cell_measurement_reflns_used    3625
_cell_measurement_temperature    101.0
_cell_measurement_theta_max      71.0474
_cell_measurement_theta_min      2.9218
_cell_volume                     2440.2(2)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution
'A short history of SHELX (Sheldrick, 2007)/Bruker'
_diffrn_ambient_temperature      101.0
_diffrn_detector_area_resol_mean 16.0971
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_details
;
  1 omega   37.00  102.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       36.8122   64.0000 -155.0000 65

  2 omega   37.00   87.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       36.8122   55.0000  114.0000 50

  3 omega   42.00  126.00   1.0000    3.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -64.0000 -111.0000 84

  4 omega   81.00  107.00   1.0000    3.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -55.0000   65.0000 26

  5 omega   94.00  169.00   1.0000    3.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   55.0000   28.0000 75

  6 omega  -21.00   16.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       -3.5000   77.0000    0.0000 37

  7 omega   26.00   91.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       36.8122 -134.0000  100.0000 65

  8 omega   55.00   80.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       36.8122 -135.0000   13.0000 25

  9 omega   22.00   88.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       36.8122   37.0000 -180.0000 66

 10 omega   40.00   83.00   1.0000    3.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000 -180.0000 43

 11 omega  110.00  146.00   1.0000    3.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  111.0000  -30.0000 36

 12 omega   40.00   82.00   1.0000    3.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000  -30.0000 42

 13 omega  107.00  156.00   1.0000    3.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  111.0000 -120.0000 49

 14 omega   91.00  176.00   1.0000    3.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   45.0000   90.0000 85
;
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0770089000
_diffrn_orient_matrix_UB_12      0.0704197000
_diffrn_orient_matrix_UB_13      -0.0498521000
_diffrn_orient_matrix_UB_21      0.0726137000
_diffrn_orient_matrix_UB_22      -0.0738367000
_diffrn_orient_matrix_UB_23      -0.0477085000
_diffrn_orient_matrix_UB_31      -0.1183235000
_diffrn_orient_matrix_UB_32      0.0004348000
_diffrn_orient_matrix_UB_33      -0.0615587000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.0332
_diffrn_reflns_av_unetI/netI     0.0497
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            8363
_diffrn_reflns_theta_full        71.25
_diffrn_reflns_theta_max         71.25
_diffrn_reflns_theta_min         3.95
_diffrn_source                   'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.749
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.90935
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.303
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1016
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.289
_refine_diff_density_min         -0.222
_refine_diff_density_rms         0.043
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.2(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     326
_refine_ls_number_reflns         4615
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0436
_refine_ls_R_factor_gt           0.0402
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0367P)^2^+0.6417P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0954
_refine_ls_wR_factor_ref         0.0982
_reflns_number_gt                4303
_reflns_number_total             4615
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol6b01560_si_002.cif
_cod_data_source_block           exp_2769
_cod_database_code               1555617
_reflns_odcompleteness_completeness 99.92
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97