Metal- and Halide-Free Catalyst for the Synthesis of Cyclic Carbonates from Epoxides and Carbon Dioxide
Wu, Xiao; Chen, Chentuo; Guo, Ziyang; North, Michael; Whitwood, Adrian C.; ACS Catalysis 9 (2019) 1895–; doi:10.1021/acscatal.8b04387

data_4514862
_publ_section_title
;
 Metal- and Halide-Free Catalyst for the Synthesis of Cyclic Carbonates
 from Epoxides and Carbon Dioxide
;
_journal_issue                   3
_journal_name_full               'ACS Catalysis'
_journal_page_first              1895
_journal_paper_doi               10.1021/acscatal.8b04387
_journal_volume                  9
_journal_year                    2019
_chemical_formula_moiety         'C28 H32 N2 O2'
_chemical_formula_sum            'C28 H32 N2 O2'
_chemical_formula_weight         428.55
_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'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     dual
_audit_creation_date             2018-11-29
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 99.738(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.9690(5)
_cell_length_b                   27.1371(7)
_cell_length_c                   6.25424(18)
_cell_measurement_reflns_used    3230
_cell_measurement_temperature    110.05(10)
_cell_measurement_theta_max      70.7990
_cell_measurement_theta_min      4.5590
_cell_volume                     2336.69(12)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      110.05(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1450
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
--------------------------------------------------------------------------
  1  \w      8.00  34.00   1.00    4.50    --    0.00  37.00 -60.00   26
  2  \w    -56.00 -10.00   1.00    4.50    --    0.00 -57.00 -30.00   46
  3  \w     34.00  68.00   1.00    4.50    --    0.00  57.00  90.00   34
  4  \w     30.00  56.00   1.00   18.00    --   54.00  77.00   0.00   26
  5  \w     34.00  75.00   1.00   18.00    --   54.00 -57.00-120.00   41
  6  \w     95.00 122.00   1.00   18.00    --   54.00  77.00   0.00   27
  7  \w     23.00  99.00   1.00   18.00    --   54.00-125.00-120.00   76
  8  \w     39.00 122.00   1.00   18.00    --   54.00  57.00 -90.00   83
  9  \w      5.00  52.00   1.00   18.00    --   54.00 -99.00 150.00   47
 10  \w     37.00  91.00   1.00   18.00    --  108.00 -37.00  30.00   54
 11  \w    108.00 176.00   1.00   18.00    --  108.00  63.00 -60.00   68
 12  \w     42.00 113.00   1.00   18.00    --  108.00-111.00  30.00   71
 13  \w    108.00 159.00   1.00   18.00    --  108.00 111.00 150.00   51
 14  \w     86.00 138.00   1.00   18.00    --  108.00  63.00-180.00   52
 15  \w     95.00 120.00   1.00   18.00    --  108.00 -37.00  30.00   25
 16  \w     58.00 142.00   1.00   18.00    --  108.00 -25.00 120.00   84
 17  \w    103.00 171.00   1.00   18.00    --  108.00 111.00-180.00   68
 18  \w    136.00 173.00   1.00   18.00    --  108.00  37.00 150.00   37
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0139341000
_diffrn_orient_matrix_UB_12      -0.0327030000
_diffrn_orient_matrix_UB_13      0.1937975000
_diffrn_orient_matrix_UB_21      -0.1107641000
_diffrn_orient_matrix_UB_22      0.0073251000
_diffrn_orient_matrix_UB_23      -0.0566681000
_diffrn_orient_matrix_UB_31      -0.0077030000
_diffrn_orient_matrix_UB_32      -0.0458501000
_diffrn_orient_matrix_UB_33      -0.1470455000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0211
_diffrn_reflns_av_unetI/netI     0.0302
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            8721
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.071
_diffrn_reflns_theta_max         67.071
_diffrn_reflns_theta_min         3.600
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.598
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.890
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Numerical absorption correction based on gaussian integration over
            a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.218
_exptl_crystal_description       plate
_exptl_crystal_F_000             920
_exptl_crystal_recrystallization_method 'Evaporation of ethanol'
_exptl_crystal_size_max          0.147
_exptl_crystal_size_mid          0.106
_exptl_crystal_size_min          0.031
_refine_diff_density_max         0.232
_refine_diff_density_min         -0.183
_refine_diff_density_rms         0.038
_refine_ls_extinction_coef       0.00043(15)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     418
_refine_ls_number_reflns         4186
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.026
_refine_ls_R_factor_all          0.0504
_refine_ls_R_factor_gt           0.0388
_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^)+(0.0491P)^2^+0.6459P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0942
_refine_ls_wR_factor_ref         0.1024
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3445
_reflns_number_total             4186
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            cs8b04387_si_002.cif
_cod_data_source_block           mn1802
_cod_original_cell_volume        2336.68(12)
_cod_database_code               4514862
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C28 H32 N2 O2'
_chemical_oxdiff_usercomment     'Xiao Wu Butyl-salophen ligand'
_reflns_odcompleteness_completeness 99.88
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
;
_shelx_res_checksum              460
_shelx_hkl_checksum              59835
_olex2_date_sample_data_collection 2018-11-28
_olex2_date_sample_submission    2018-11-28
_olex2_exptl_crystal_mounting_method 'oil on 200 micrometer micromount'
_olex2_submission_original_sample_id 'Butyl-salophen ligand'
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.874
_oxdiff_exptl_absorpt_empirical_full_min 0.803