An efficient synthesis of loline alkaloids.
Cakmak, Mesut; Mayer, Peter; Trauner, Dirk; Nature chemistry 3 (2011) 543–545; doi:10.1038/nchem.1072

data_1507952
_publ_section_title
;
 An efficient synthesis of loline alkaloids.
;
_journal_issue                   7
_journal_name_full               'Nature chemistry'
_journal_page_first              543
_journal_page_last               545
_journal_paper_doi               10.1038/nchem.1072
_journal_volume                  3
_journal_year                    2011
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C7 H12 Br N4 O, Br'
_chemical_formula_sum            'C7 H12 Br2 N4 O'
_chemical_formula_weight         328.005
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      19
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_block_code                C7H12BrN4O_Br_oo138_trauner
_audit_creation_date
;
'Mon Jul 05 12:51:27 2010'
;
_audit_creation_method           'form98_non/compatible with shelxl97-2'
_audit_update_record             06-Jul-10
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.1086(2)
_cell_length_b                   12.1687(5)
_cell_length_c                   12.6313(5)
_cell_measurement_reflns_used    4108
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      28.6905
_cell_measurement_theta_min      4.2992
_cell_volume                     1092.64(7)
_computing_cell_refinement
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.41 (release 06-05-2009 CrysAlis171 .NET)
(compiled May  6 2009,17:20:42)
;
_computing_data_collection
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CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.41 (release 06-05-2009 CrysAlis171 .NET)
(compiled May  6 2009,17:20:42)
;
_computing_data_reduction
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.41 (release 06-05-2009 CrysAlis171 .NET)
(compiled May  6 2009,17:20:42)
;
_computing_structure_refinement
;
Sheldrick, G. M. (2008).
<i>Acta Cryst.</i> A<b>64</b>, 112--122.
;
_computing_structure_solution
;
A. Altomare, M. C. Burla, M. Camalli, G. L. Cascarano, C. Giacovazzo, A.
Guagliardi, A. G. G. Moliterni, G. Polidori, R. Spagna: SIR97: a new tool for
crystal structure determination and refinement; J. Appl. Crystallogr. 1999,
32, 115-119.
;
_diffrn_ambient_temperature      200(2)
_diffrn_detector_area_resol_mean 15.9809
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_details
;
  1 omega -103.00  -73.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      -20.2931  179.0000    0.0000 30

  2 omega  -53.00  -25.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      -20.2931   77.0000   30.0000 28

  3 omega  -49.00   49.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -       21.2306  -38.0000  -60.0000 98

  4 omega   34.00   64.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -       21.2306  179.0000  -60.0000 30

  5 omega   42.00   92.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -       21.2306  179.0000    0.0000 50

  6 omega   35.00   68.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -       21.2306  179.0000 -120.0000 33

  7 omega  -22.00   23.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -       21.2306   98.0000 -134.0000 45

  8 omega  -10.00   88.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -       21.2306   38.0000  120.0000 98

;
_diffrn_measurement_device       'CCD camera on \k-goniostat'
_diffrn_measurement_device_type  'Oxford XCalibur'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0353627479
_diffrn_orient_matrix_UB_12      -0.0023052443
_diffrn_orient_matrix_UB_13      0.0524822991
_diffrn_orient_matrix_UB_21      0.0244905667
_diffrn_orient_matrix_UB_22      0.0560132928
_diffrn_orient_matrix_UB_23      0.0074472285
_diffrn_orient_matrix_UB_31      -0.0900346023
_diffrn_orient_matrix_UB_32      0.0161395472
_diffrn_orient_matrix_UB_33      -0.0186177559
_diffrn_radiation_collimation    '0.5 mm collimator'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0391
_diffrn_reflns_av_sigmaI/netI    0.0507
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            7875
_diffrn_reflns_theta_full        26.22
_diffrn_reflns_theta_max         26.22
_diffrn_reflns_theta_min         4.32
_diffrn_source_current           45_mA
_diffrn_source_power             2.48_kW
_diffrn_source_type              'Spellman generator'
_diffrn_source_voltage           55_kV
_exptl_absorpt_coefficient_mu    7.395
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.48275
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.41 (release 06-05-2009 CrysAlis171 .NET)
(compiled May  6 2009,17:20:42)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.99397(13)
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rod
_exptl_crystal_F_000             640
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.386
_refine_diff_density_min         -0.349
_refine_diff_density_rms         0.071
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.008(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.887
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     135
_refine_ls_number_reflns         2190
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.887
_refine_ls_R_factor_all          0.0277
_refine_ls_R_factor_gt           0.0221
_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^)+(0.0088P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0329
_refine_ls_wR_factor_ref         0.0333
_reflns_number_gt                1875
_reflns_number_total             2190
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            nchem.1072-s2.cif
_cod_data_source_block           oo138
_cod_database_code               1507952