Metal-free and benign approach for the synthesis of dihydro-5′H-spiro[benzo[c]chromene-8,4′-oxazole]-5′,6(7H)-dione scaffolds as masked amino acids
Shafiee, Behnaz; Duffield, Joseph; Timm, Rudy; Liyanage, Rohana; Lay, Jackson O.; Khosropour, Ahmad R.; Amiri Rudbari, Hadi; Beyzavi, M. Hassan; Green Chemistry 21 (2019) 2656–; doi:10.1039/C9GC00428A

data_7232648
_publ_section_title
;
 Metal-free and benign approach for the synthesis of
 dihydro-5&#x2032;H-spiro[benzo[c]chromene-8,4&#x2032;-oxazole]-5&#x2032;,6(7H)-dione
 scaffolds as masked amino acids
;
_journal_issue                   10
_journal_name_full               'Green Chemistry'
_journal_page_first              2656
_journal_paper_doi               10.1039/C9GC00428A
_journal_volume                  21
_journal_year                    2019
_chemical_formula_sum            'C40 H26 Cl2 N2 O5'
_chemical_formula_weight         685.53
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2017/1
_audit_update_record
;
2018-04-20 deposited with the CCDC.    2019-04-01 downloaded from the CCDC.
;
_cell_angle_alpha                92.312(2)
_cell_angle_beta                 97.145(2)
_cell_angle_gamma                107.847(2)
_cell_formula_units_Z            4
_cell_length_a                   9.9687(8)
_cell_length_b                   14.9432(11)
_cell_length_c                   24.3238(17)
_cell_measurement_reflns_used    4217
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      17.61
_cell_measurement_theta_min      2.65
_cell_volume                     3410.4(4)
_computing_cell_refinement       'SAINT (Bruker, 2007)'
_computing_data_collection       'APEX2 (Bruker, 2007)'
_computing_data_reduction        'SAINT (Bruker, 2007)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1630
_diffrn_reflns_av_unetI/netI     0.1322
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            92109
_diffrn_reflns_point_group_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        24.999
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         1.437
_exptl_absorpt_coefficient_mu    0.239
_exptl_absorpt_correction_T_max  0.745
_exptl_absorpt_correction_T_min  0.6636
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS; Bruker, 2008'
_exptl_crystal_density_diffrn    1.335
_exptl_crystal_description       irregular
_exptl_crystal_F_000             1416
_exptl_crystal_size_max          0.10
_exptl_transmission_factor_max   0.23
_exptl_transmission_factor_min   0.27
_refine_diff_density_max         0.456
_refine_diff_density_min         -0.383
_refine_diff_density_rms         0.104
_refine_ls_extinction_coef       0.0193(12)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2017/1 (Sheldrick 2017)'
_refine_ls_goodness_of_fit_ref   0.999
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     884
_refine_ls_number_reflns         11859
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.999
_refine_ls_R_factor_all          0.1961
_refine_ls_R_factor_gt           0.0641
_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^)+(0.0968P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1412
_refine_ls_wR_factor_ref         0.2183
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4729
_reflns_number_total             11859
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9gc00428a2.cif
_cod_data_source_block           shelx
_cod_depositor_comments          'Adding full bibliography for 7232648.cif.'
_cod_database_code               7232648
_shelx_shelxl_version_number     2017/1
_shelx_res_checksum              54588
_shelx_hkl_checksum              54417