Driving <i>tert</i>-butyl axial: the surprising cyclopropyl effect.
Izzotti, Anthony R.; Gleason, James L.; Chemical science 15 (2024) 18592–18600; doi:10.1039/d4sc05470a

data_1572833
_publ_section_title
;
 Driving <i>tert</i>-butyl axial: the surprising cyclopropyl effect.
;
_journal_issue                   44
_journal_name_full               'Chemical science'
_journal_page_first              18592
_journal_page_last               18600
_journal_paper_doi               10.1039/d4sc05470a
_journal_volume                  15
_journal_year                    2024
_chemical_formula_moiety         'Cl, C11 H22 N'
_chemical_formula_sum            'C11 H22 Cl N'
_chemical_formula_weight         203.74
_chemical_name_systematic
'4-(tert-butyl)-4\l4-azaspiro[2.5]octane hydrochloride'
_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'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
_audit_creation_date             2024-06-05
_audit_creation_method
;
Olex2 1.5
(compiled 2023.08.17 svn.r577a77a9 for OlexSys, GUI svn.r6817)
;
_audit_update_record
;
2024-08-01 deposited with the CCDC.	2024-10-03 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 92.0640(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.2410(3)
_cell_length_b                   15.6585(7)
_cell_length_c                   9.0543(4)
_cell_measurement_reflns_used    2140
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      72.598
_cell_measurement_theta_min      6.071
_cell_volume                     1167.62(8)
_computing_cell_refinement       'Bruker APEX3'
_computing_data_collection       'Bruker APEX3'
_computing_data_reduction        'Bruker APEX3'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.977
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_device_type  'Bruker D8'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0414
_diffrn_reflns_av_unetI/netI     0.0254
_diffrn_reflns_Laue_measured_fraction_full 0.977
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            18713
_diffrn_reflns_point_group_measured_fraction_full 0.977
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         72.598
_diffrn_reflns_theta_min         6.071
_exptl_absorpt_coefficient_mu    2.541
_exptl_absorpt_correction_T_max  0.7536
_exptl_absorpt_correction_T_min  0.4990
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Bruker AXScale'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.159
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             448
_exptl_crystal_size_max          0.796
_exptl_crystal_size_mid          0.264
_exptl_crystal_size_min          0.214
_refine_diff_density_max         0.312
_refine_diff_density_min         -0.183
_refine_diff_density_rms         0.040
_refine_ls_extinction_coef       0.039(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.094
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     119
_refine_ls_number_reflns         2268
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.094
_refine_ls_R_factor_all          0.0478
_refine_ls_R_factor_gt           0.0461
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0779P)^2^+0.2526P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1321
_refine_ls_wR_factor_ref         0.1348
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2140
_reflns_number_total             2268
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4sc05470a3.cif
_cod_data_source_block           AI1171
_cod_depositor_comments
'Adding full bibliography for 1572833--1572835.cif.'
_cod_database_code               1572833
_shelx_shelxl_version_number     2019/3
_shelx_estimated_absorpt_t_max   0.612
_shelx_estimated_absorpt_t_min   0.237
_olex2_refinement_description
;
1.a Riding coordinates:
 N1(H1)
1.b Secondary CH2 refined with riding coordinates:
 C5(H5A,H5AB), C4(H4A,H4AB), C3(H3A,H3AB), C6(H6A,H6AB), C11(H11A,H11B),
 C12(H12A,H12B)
1.c Idealised Me refined with riding coordinates:
 C8(H8A,H8B,H8C), C9(H9A,H9B,H9C), C10(H10A,H10B,H10C)
;
_shelx_res_checksum              80934
_shelx_hkl_checksum              4022
_olex2_submission_special_instructions 'No special instructions were received'