Alkaloid inspired spirocyclic oxindoles from 1,3-dipolar cycloaddition of pyridinium ylides.
Day, Jonathan; Uroos, Maliha; Castledine, Richard A.; Lewis, William; McKeever-Abbas, Ben; Dowden, James; Organic & biomolecular chemistry 11 (2013) 6502–6509; doi:10.1039/c3ob41415a

data_7153115
_publ_section_title
;
 Alkaloid inspired spirocyclic oxindoles from 1,3-dipolar cycloaddition of
 pyridinium ylides.
;
_journal_issue                   38
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              6502
_journal_page_last               6509
_journal_paper_doi               10.1039/c3ob41415a
_journal_volume                  11
_journal_year                    2013
_chemical_formula_moiety         'C21 H21 Br N2 O5, C2 H6 O'
_chemical_formula_sum            'C23 H27 Br N2 O6'
_chemical_formula_weight         507.38
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
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_audit_creation_method           'enCIFer editing of SHELXL-97 created file'
_cell_angle_alpha                83.982(11)
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_cell_angle_gamma                67.758(14)
_cell_formula_units_Z            2
_cell_length_a                   8.5537(12)
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_cell_length_c                   16.2097(17)
_cell_measurement_reflns_used    1802
_cell_measurement_temperature    120(2)
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec 3 2012,18:21:49)
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec 3 2012,18:21:49)
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_computing_data_reduction
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec 3 2012,18:21:49)
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_computing_molecular_graphics
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Olex2 1.2
(compiled 2012.05.09 svn.r2324, GUI svn.r4230)
;
_computing_publication_material  'enCIFer(Allen et al.,2004);PLATON(Spek,2003)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution
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Olex2 1.2
(compiled 2012.05.09 svn.r2324, GUI svn.r4230)
;
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 10.3613
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.923
_diffrn_measurement_device_type  'SuperNova, Single source at offset), Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_source         'SuperNova (Cu) X-ray Source'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.1171
_diffrn_reflns_av_sigmaI/netI    0.1712
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            8522
_diffrn_reflns_theta_full        67.50
_diffrn_reflns_theta_max         76.87
_diffrn_reflns_theta_min         5.28
_diffrn_standards_decay_%        0
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_exptl_absorpt_coefficient_mu    2.798
_exptl_absorpt_correction_T_max  1.001
_exptl_absorpt_correction_T_min  0.921
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec 3 2012,18:21:49)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.469
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       lath
_exptl_crystal_F_000             524
_exptl_crystal_size_max          0.0977
_exptl_crystal_size_mid          0.0628
_exptl_crystal_size_min          0.0111
_refine_diff_density_max         1.245
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_refine_ls_extinction_method     none
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_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     293
_refine_ls_number_reflns         4490
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.066
_refine_ls_R_factor_all          0.1471
_refine_ls_R_factor_gt           0.0804
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0480P)^2^+0.6587P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1716
_refine_ls_wR_factor_ref         0.2241
_reflns_number_gt                2432
_reflns_number_total             4490
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            c3ob41415a.txt
_cod_data_source_block           MUJDCC
_cod_database_code               7153115
_nottingham_internal_coll_name   MUJDCC
_nottingham_internal_coll_number 12059
_nottingham_internal_coll_client MU/JD
_nottingham_internal_coll_type   custom
_nottingham_internal_coll_frame_time '300.0000 and 75.0000'
_nottingham_internal_coll_frame_width 1.0000
_nottingham_internal_coll_frame_method '\w scans'
_nottingham_internal_coll_user   WL
_nottingham_internal_process_user WL
_nottingham_internal_process_date 12/12/2012
_nottingham_internal_solution_user wl
_nottingham_internal_solution_date 12/12/2012
_nottingham_internal_refinement_user wl
_nottingham_internal_refinement_date 12/12/2012
_nottingham_internal_validation_user wl
_nottingham_internal_validation_date 7/2/2012
_nottingham_internal_archive_date 8/2/2012