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_7232136
_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         'C12 H21 N3 O2'
_chemical_formula_sum            'C12 H21 N3 O2'
_chemical_formula_weight         239.32
_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   mixed
_atom_sites_solution_primary     iterative
_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                 114.8120(7)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.36320(10)
_cell_length_b                   18.2488(2)
_cell_length_c                   8.12900(10)
_cell_measurement_reflns_used    8740
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      29.535
_cell_measurement_theta_min      2.978
_cell_volume                     1260.76(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
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_diffrn_ambient_temperature      100.0
_diffrn_measured_fraction_theta_full 0.996
_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  0.0246
_diffrn_reflns_av_unetI/netI     0.0167
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            20780
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.555
_diffrn_reflns_theta_min         3.010
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.087
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.9029
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0991 before and 0.0298 after correction.
The Ratio of minimum to maximum transmission is 0.9029.
The \l/2 correction factor is 0.00150.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.261
_exptl_crystal_description       block
_exptl_crystal_F_000             520
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.433
_refine_diff_density_min         -0.338
_refine_diff_density_rms         0.052
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.096
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     182
_refine_ls_number_reflns         3523
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.096
_refine_ls_R_factor_all          0.0475
_refine_ls_R_factor_gt           0.0417
_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^)+(0.0498P)^2^+0.5785P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1073
_refine_ls_wR_factor_ref         0.1115
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3122
_reflns_number_total             3523
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c8gc02952k2.cif
_cod_data_source_block           p21c
_cod_depositor_comments
'Adding full bibliography for 7232134--7232146.cif.'
_cod_database_code               7232136
_shelxl_version_number           2013-4
_olex2_refinement_description
;
1. Others
 Fixed Sof: C5(0.75) H5(0.75) C5A(0.25) H5A(0.25) C6A(0.25) H6AA(0.25)
 H6AB(0.25) H6AC(0.25) C6(0.75) H6A(0.75) H6B(0.75) H6C(0.75) H7AA(0.75)
 H7AB(0.75) H7AC(0.75) H7BD(0.25) H7BE(0.25) H7BF(0.25)
 Fixed Uiso: H5(0.014) H5A(0.028) H6AA(0.044) H6AB(0.044) H6AC(0.044)
 H6A(0.028) H6B(0.028) H6C(0.028) H7AA(0.031) H7AB(0.031) H7AC(0.031)
 H7BD(0.031) H7BE(0.031) H7BF(0.031) H8A(0.028) H8B(0.028) H8C(0.028) H9A(0.03)
 H9B(0.03) H9C(0.03) H10(0.017) H11A(0.025) H11B(0.025) H11C(0.025) H12A(0.029)
 H12B(0.029) H12C(0.029)
 Fixed X: H5(0.9009) H5A(0.9791) H6AA(0.9419) H6AB(1.1105) H6AC(0.9806)
 H6A(0.9826) H6B(1.1255) H6C(1.0659) H7AA(0.9871) H7AB(1.0796) H7AC(0.9024)
 H7BD(0.9357) H7BE(1.0913) H7BF(0.93) H8A(0.6757) H8B(0.5152) H8C(0.6807)
 H9A(0.2758) H9B(0.3145) H9C(0.2829) H10(0.5629) H11A(0.5114) H11B(0.3686)
 H11C(0.3485) H12A(0.2671) H12B(0.3195) H12C(0.3999)
 Fixed Y: H5(0.2833) H5A(0.3997) H6AA(0.25) H6AB(0.2871) H6AC(0.2908)
 H6A(0.2973) H6B(0.2967) H6C(0.3726) H7AA(0.4336) H7AB(0.3669) H7AC(0.3845)
 H7BD(0.4336) H7BE(0.3843) H7BF(0.3504) H8A(0.2362) H8B(0.2732) H8C(0.3074)
 H9A(0.3876) H9B(0.3049) H9C(0.3246) H10(0.4724) H11A(0.3601) H11B(0.4141)
 H11C(0.353) H12A(0.4649) H12B(0.5249) H12C(0.5237)
 Fixed Z: H5(0.7855) H5A(0.6705) H6AA(0.7084) H6AB(0.7626) H6AC(0.5576)
 H6A(0.5411) H6B(0.7384) H6C(0.633) H7AA(0.8655) H7AB(0.9935) H7AC(0.9614)
 H7BD(0.9034) H7BE(0.9737) H7BF(0.9631) H8A(0.7578) H8B(0.7411) H8C(0.8751)
 H9A(0.4088) H9B(0.4796) H9C(0.2753) H10(0.1784) H11A(0.0345) H11B(-0.0768)
 H11C(0.0532) H12A(0.1979) H12B(0.0905) H12C(0.3074)
;
_shelx_res_checksum              5709
_olex2_submission_special_instructions 'No special instructions were received'