Palladium-catalyzed incorporation of atmospheric CO2: efficient synthesis of functionalized oxazolidinones
García-Domínguez, Patricia; Fehr, Lorenz; Rusconi, Giulia; Nevado, Cristina; Chem. Sci. 7 (2016) 3914–; doi:10.1039/C6SC00419A

data_1542758
_publ_section_title
;
 Palladium-catalyzed incorporation of atmospheric CO2: efficient synthesis
 of functionalized oxazolidinones
;
_journal_issue                   6
_journal_name_full               'Chem. Sci.'
_journal_page_first              3914
_journal_paper_doi               10.1039/C6SC00419A
_journal_volume                  7
_journal_year                    2016
_chemical_formula_moiety         'C17 H15 N O2, 0.5(C H2 Cl2)'
_chemical_formula_sum            'C17.5 H16 Cl N O2'
_chemical_formula_weight         307.78
_chemical_name_systematic        '(E)-3-Benzyl-5-benzylideneoxazolidin-2-one '
_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-2014/7
_audit_update_record
;
2015-11-30 deposited with the CCDC.
2016-03-04 downloaded from the CCDC.
;
_cell_angle_alpha                83.2783(17)
_cell_angle_beta                 89.5639(15)
_cell_angle_gamma                85.3431(17)
_cell_formula_units_Z            4
_cell_length_a                   5.98282(12)
_cell_length_b                   11.5033(3)
_cell_length_c                   22.3942(4)
_cell_measurement_reflns_used    15527
_cell_measurement_temperature    160(2)
_cell_measurement_theta_max      74.1420
_cell_measurement_theta_min      1.9480
_cell_volume                     1525.57(6)
_computing_cell_refinement
'CrysAlisPro, Version 1.171.37.35 (Agilent Technologies, 2014)'
_computing_data_collection
'CrysAlisPro, Version 1.171.37.35 (Agilent Technologies, 2014)'
_computing_data_reduction
'CrysAlisPro, Version 1.171.37.35 (Agilent Technologies, 2014)'
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_publication_material  'SHELXL-2014 and PLATON (Spek, 2009)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-2014 (Sheldrick, 2008)'
_diffrn_ambient_temperature      160(2)
_diffrn_detector                 'Atlas CCD camera on \k goniostat'
_diffrn_detector_area_resol_mean 10.3801
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type
'Oxford Diffraction SuperNova, dual radiation diffractometer'
_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  0.0198
_diffrn_reflns_av_unetI/netI     0.0108
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            28793
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.285
_diffrn_reflns_theta_min         1.986
_exptl_absorpt_coefficient_mu    2.257
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.30441
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
CrysAlisPro, Version 1.171.37.35 (Agilent Technologies, 2014)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.340
_exptl_crystal_description       prism
_exptl_crystal_F_000             644
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.16
_platon_squeeze_details
; See _refine_special_details for a description.

TITL z         P -1         R = 0.34
CELL    5.9828   11.5033   22.3942     83.28     89.56     85.34
SPGR P-1
C101 0.289 0.176 0.224 !      18.87 eA-3
C102 0.653 0.279 0.281 !      12.97 eA-3
C103 0.439 0.375 0.263 !       4.99 eA-3
C104 0.434 0.290 0.231 !       3.80 eA-3
C105 0.239 0.258 0.233 !       3.32 eA-3
C106 0.558 0.233 0.251 !       0.89 eA-3
Q107 0.754 0.153 0.087 !       0.72 eA-3
C108 0.982 0.238 0.256 !       0.65 eA-3
Q109 0.137 0.644 0.106 !       0.64 eA-3
Q110 0.640 0.646 0.252 !       0.64 eA-3
Q111 0.710 0.410 0.072 !       0.63 eA-3
Q112 0.991 0.353 0.420 !       0.63 eA-3
C113 0.438 0.174 0.258 !       0.62 eA-3
C114 0.166 0.195 0.189 !       0.60 eA-3
Q115 0.464 0.342 0.037 !       0.59 eA-3
Q116 0.978 0.802 0.373 !       0.57 eA-3
Q117 0.687 0.538 0.367 !       0.57 eA-3
C118 0.712 0.375 0.262 !       0.57 eA-3
Q119 0.372 0.623 0.404 !       0.56 eA-3
Q120 0.827 0.716 0.103 !       0.56 eA-3
Q121 0.721 0.660 0.205 !       0.56 eA-3
Q122 0.429 0.091 0.251 !       0.55 eA-3
Q123 0.573 0.890 0.395 !       0.52 eA-3
Q124 0.779 0.236 0.435 !       0.52 eA-3
Q125 0.548 0.642 0.306 !       0.50 eA-3
;
_refine_diff_density_max         0.231
_refine_diff_density_min         -0.334
_refine_diff_density_rms         0.040
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     361
_refine_ls_number_reflns         6131
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.060
_refine_ls_R_factor_all          0.0455
_refine_ls_R_factor_gt           0.0433
_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^)+(0.0551P)^2^+0.7012P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1164
_refine_ls_wR_factor_ref         0.1183
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5742
_reflns_number_total             6131
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c6sc00419a2.cif
_cod_data_source_block           NV1433
_cod_depositor_comments
'Adding full bibliography for 1542758--1542760.cif.'
_cod_original_formula_sum        'C17.50 H16 Cl N O2'
_cod_database_code               1542758
_shelx_shelxl_version_number     2014/7
_platon_squeeze_void_probe_radius 1.20
_shelx_res_checksum              97183
_shelx_fab_checksum              36776