Reversible CO2 fixation by N-heterocyclic imines forming water-stable zwitterionic nitrogen-base–CO2 adducts
Wilm, Lukas F. B.; Eder, Tobias; Mück-Lichtenfeld, Christian; Mehlmann, Paul; Wünsche, Marius; Buß, Florenz; Dielmann, Fabian; Green Chemistry 21 (2019) 640–; doi:10.1039/C8GC02952K

data_7232135
_publ_section_title
;
 Reversible CO2 fixation by N-heterocyclic imines forming water-stable
 zwitterionic nitrogen-base--CO2 adducts
;
_journal_issue                   3
_journal_name_full               'Green Chemistry'
_journal_page_first              640
_journal_paper_doi               10.1039/C8GC02952K
_journal_volume                  21
_journal_year                    2019
_chemical_formula_moiety         'C13 H23 N3 O2'
_chemical_formula_sum            'C13 H23 N3 O2'
_chemical_formula_weight         253.34
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2018-07-23
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2018-09-05 deposited with the CCDC.
2019-01-10 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 105.7140(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.99820(10)
_cell_length_b                   9.27850(10)
_cell_length_c                   14.3717(2)
_cell_measurement_reflns_used    4663
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.29
_cell_measurement_theta_min      2.64
_cell_volume                     1411.77(3)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_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    'SIR2004 (Burla et al.,  2007)'
_diffrn_ambient_temperature      100
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_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  0.0300
_diffrn_reflns_av_unetI/netI     0.0279
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            14415
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.292
_diffrn_reflns_theta_min         2.082
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.082
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8531
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1525 before and 0.0381 after correction. The Ratio of minimum to maximum transmission is 0.8531. The \l/2 correction factor is Not present.'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.192
_exptl_crystal_description       block
_exptl_crystal_F_000             552
_exptl_crystal_size_max          0.321
_exptl_crystal_size_mid          0.156
_exptl_crystal_size_min          0.056
_refine_diff_density_max         0.387
_refine_diff_density_min         -0.228
_refine_diff_density_rms         0.045
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     170
_refine_ls_number_reflns         3503
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.054
_refine_ls_R_factor_all          0.0547
_refine_ls_R_factor_gt           0.0398
_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^)+(0.0459P)^2^+0.5520P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0956
_refine_ls_wR_factor_ref         0.1038
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2846
_reflns_number_total             3503
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c8gc02952k2.cif
_cod_data_source_block           p2_1-n_a
_cod_depositor_comments
'Adding full bibliography for 7232134--7232146.cif.'
_cod_database_code               7232135
_shelxl_version_number           2013-4
_shelx_estimated_absorpt_t_max   0.995
_shelx_estimated_absorpt_t_min   0.974
_olex2_refinement_description
;
1. Others
 Fixed Uiso: H4(0.018) H3(0.018) H5A(0.031) H5B(0.031) H5C(0.031) H7A(0.032)
 H7B(0.032) H7C(0.032) H8A(0.03) H8B(0.03) H8C(0.03) H9A(0.036) H9B(0.036)
 H9C(0.036) H13A(0.037) H13B(0.037) H13C(0.037) H12A(0.038) H12B(0.038)
 H12C(0.038) H11A(0.037) H11B(0.037) H11C(0.037)
 Fixed X: H4(0.4737) H3(0.687) H5A(0.8703) H5B(0.7478) H5C(0.7428) H7A(0.8782)
 H7B(1.0069) H7C(0.8773) H8A(0.921) H8B(1.0502) H8C(0.9621) H9A(0.9161)
 H9B(1.0273) H9C(0.8923) H13A(0.3237) H13B(0.2761) H13C(0.3866) H12A(0.516)
 H12B(0.4) H12C(0.5373) H11A(0.4654) H11B(0.325) H11C(0.3756)
 Fixed Y: H4(0.1563) H3(0.1546) H5A(0.157) H5B(0.066) H5C(0.1727) H7A(0.2118)
 H7B(0.285) H7C(0.3734) H8A(0.4105) H8B(0.3292) H8C(0.2708) H9A(0.0272)
 H9B(0.0589) H9C(0.0057) H13A(0.1394) H13B(0.1461) H13C(0.0372) H12A(0.1515)
 H12B(0.2576) H12C(0.3223) H11A(0.4691) H11B(0.4209) H11C(0.3978)
 Fixed Z: H4(0.184) H3(0.1594) H5A(0.5569) H5B(0.503) H5C(0.5894) H7A(0.1702)
 H7B(0.2312) H7C(0.2091) H8A(0.3959) H8B(0.3983) H8C(0.4623) H9A(0.3919)
 H9B(0.3424) H9C(0.2779) H13A(0.2513) H13B(0.3471) H13C(0.3411) H12A(0.4969)
 H12B(0.4928) H12C(0.5007) H11A(0.3511) H11B(0.349) H11C(0.2556)
;
_shelx_res_checksum              77359
_olex2_date_sample_data_collection 2017-10-12
_olex2_date_sample_submission    2017-10-12
_olex2_submission_original_sample_id lw171012
_olex2_submission_special_instructions 'No special instructions were received'