Optically active and photoswitchable Tröger's base analogs
Kazem-Rostami, Masoud; New Journal of Chemistry 43 (2019) 7751–; doi:10.1039/C9NJ01372E

data_7058374
_publ_section_title
;
 Optically active and photoswitchable Tr\"oger's base analogs
;
_journal_issue                   20
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              7751
_journal_paper_doi               10.1039/C9NJ01372E
_journal_volume                  43
_journal_year                    2019
_chemical_formula_moiety         'C18 H20 N2 O2'
_chemical_formula_sum            'C20 H20.5 N0.5 O2'
_chemical_formula_weight         299.87
_space_group_crystal_system      triclinic
_space_group_IT_number           1
_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_date             2018-11-23
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-03-10 deposited with the CCDC.    2019-04-30 downloaded from the CCDC.
;
_cell_angle_alpha                84.540(4)
_cell_angle_beta                 69.510(4)
_cell_angle_gamma                68.012(4)
_cell_formula_units_Z            2
_cell_length_a                   8.3185(6)
_cell_length_b                   9.3562(7)
_cell_length_c                   11.3450(8)
_cell_measurement_reflns_used    9849
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      27.453
_cell_measurement_theta_min      2.349
_cell_volume                     766.30(10)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_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    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      273.15
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.988
_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  0.0725
_diffrn_reflns_av_unetI/netI     0.0584
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            31845
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.597
_diffrn_reflns_theta_min         1.918
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.083
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.4278
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1536 before and 0.1120 after correction. The Ratio of minimum to maximum transmission is 0.5738. The \l/2 correction factor is Not present.'
_exptl_crystal_density_diffrn    1.300
_exptl_crystal_F_000             320
_refine_diff_density_max         0.309
_refine_diff_density_min         -0.233
_refine_diff_density_rms         0.056
_refine_ls_abs_structure_details
;
 Flack x determined using 2037 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -1.2(8)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.933
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     401
_refine_ls_number_reflns         6939
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      0.933
_refine_ls_R_factor_all          0.0903
_refine_ls_R_factor_gt           0.0643
_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^)+(0.1332P)^2^+0.3427P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1811
_refine_ls_wR_factor_ref         0.2121
_reflns_Friedel_coverage         0.981
_reflns_Friedel_fraction_full    0.987
_reflns_Friedel_fraction_max     0.969
_reflns_number_gt                5164
_reflns_number_total             6939
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9nj01372e2.cif
_cod_data_source_block           vinh_22nov18_0m_a
_cod_depositor_comments
'Adding full bibliography for 7058373--7058374.cif.'
_cod_original_formula_sum        'C20 H20.50 N0.50 O2'
_cod_database_code               7058374
_shelx_shelxl_version_number     2018/3
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C00K(H00A,H00B), C00S(H00C,H00D), C00T(H00E,H00F), C00Z(H00M,H00Q), C010(H01A,
 H01B), C011(H01F,H01G), C016(H01N,H01O), C017(H01P,H01Q)
2.b Aromatic/amide H refined with riding coordinates:
 C007(H007), C009(H009), C00G(H00G), C00I(H00K), C00L(H00L), C00N(H00N),
 C00O(H00O), C00P(H00P), C00U(H00U), C00X(H00X), C012(H012), C014(H014)
2.c Idealised Me refined as rotating group:
 C00Y(H00H,H00I,H00J), C013(H01H,H01I,H01J), C015(H01K,H01L,H01M), C018(H01C,
 H01D,H01E)
;
_shelx_res_checksum              89636
_olex2_submission_special_instructions 'No special instructions were received'