Selective ring-rearrangement or ring-closing metathesis of bicyclo[3.2.1]octenes.
Semenova, Evgeniya; Lahtigui, Ouidad; Scott, Sarah K.; Albritton, Matthew; Abboud, Khalil A.; Ghiviriga, Ion; Roitberg, Adrian E.; Grenning, Alexander J.; Chemical communications (Cambridge, England) 56 (2020) 11779–11782; doi:10.1039/d0cc04624h

data_7127221
_publ_section_title
;
 Selective ring-rearrangement or ring-closing metathesis of
 bicyclo[3.2.1]octenes.
;
_journal_issue                   79
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              11779
_journal_page_last               11782
_journal_paper_doi               10.1039/d0cc04624h
_journal_volume                  56
_journal_year                    2020
_chemical_formula_sum            'C19 H21 N3 O2'
_chemical_formula_weight         323.39
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2019-10-29 deposited with the CCDC.	2020-09-11 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 106.2848(6)
_cell_angle_gamma                90
_cell_formula_units_Z            4
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_cell_length_b                   17.0112(4)
_cell_length_c                   12.3358(3)
_cell_measurement_reflns_used    9998
_cell_measurement_temperature    103(2)
_cell_measurement_theta_max      36.06
_cell_measurement_theta_min      2.48
_cell_volume                     1726.40(7)
_computing_cell_refinement       'Bruker APEX3 (Bruker, 2014)'
_computing_data_collection       'Bruker APEX3 (Bruker, 2014)'
_computing_data_reduction        'Bruker Apex3 SAINT (Bruker, 2014)'
_computing_molecular_graphics    'XP in SHELXTL-plus, Bruker 2014'
_computing_publication_material  'SHELXL2014/7, Sheldrick, G. M. 2014'
_computing_structure_refinement  'SHELXL2014/7, Sheldrick G. M. 2014'
_computing_structure_solution    'SHELXL2014/7, Sheldrick G. M. 2014'
_diffrn_ambient_temperature      100(2)
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_diffrn_measurement_device_type  'Bruker APEX-II DUO'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
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_diffrn_reflns_av_R_equivalents  0.0340
_diffrn_reflns_av_unetI/netI     0.0340
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_diffrn_reflns_limit_k_max       28
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_diffrn_reflns_limit_l_max       20
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_diffrn_reflns_number            55483
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'based on measured indexed crystal faces, Bruker SHELXTL2014 (Sheldrick, 2014)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.244
_exptl_crystal_description       plate
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_exptl_transmission_factor_min   0.7122
_refine_diff_density_max         0.526
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_refine_diff_density_rms         0.052
_refine_ls_extinction_method     none
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_refine_ls_number_reflns         8378
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_refine_ls_R_factor_all          0.0603
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_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0712P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1078
_refine_ls_wR_factor_ref         0.1148
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6168
_reflns_number_total             8378
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0cc04624h2.cif
_cod_data_source_block           nova1
_cod_depositor_comments          'Adding full bibliography for 7127221.cif.'
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7127221
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_min   0.978
_shelx_estimated_absorpt_t_max   0.991
_shelx_res_checksum              92074