Spectroscopic and photochemical evaluation of stereochemically biased 3′-substituted spiropyran photoswitches
Boháček, Vojtěch; Erbenová, Tereza; Malina, Jakub Dávid; Kloubcová, Marie; Šmahel, Michal; Eigner, Václav; T°uma, Jiří; RSC Advances 14 (2024) 37370–37379; doi:10.1039/D4RA07750D

data_7249636
_publ_section_title
;
 Spectroscopic and photochemical evaluation of stereochemically biased
 3&#x2032;-substituted spiropyran photoswitches
;
_journal_issue                   50
_journal_name_full               'RSC Advances'
_journal_page_first              37370
_journal_page_last               37379
_journal_paper_doi               10.1039/D4RA07750D
_journal_volume                  14
_journal_year                    2024
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C10 H15 O4 S, C17 H18 N'
_chemical_formula_sum            'C27 H33 N O4 S'
_chemical_formula_weight         467.63
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     other
_atom_sites_solution_secondary   difmap
_audit_update_record
;
2024-10-24 deposited with the CCDC.	2024-11-15 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.0588(2)
_cell_length_b                   12.1638(3)
_cell_length_c                   25.1238(6)
_cell_measurement_reflns_used    239
_cell_measurement_temperature    180
_cell_measurement_theta_max      59.50
_cell_measurement_theta_min      12.41
_cell_volume                     2462.78(10)
_computing_cell_refinement       'Apex3 (Bruker AXS, 2015)'
_computing_data_collection       'Apex3 (Bruker AXS, 2015)'
_computing_data_reduction        'Apex3 (Bruker AXS, 2015)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_diffrn_ambient_pressure         101
_diffrn_ambient_temperature      180
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       Area
_diffrn_measurement_device_type  'Bruker Kappa Apex3'
_diffrn_measurement_method       '\f & \w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.033
_diffrn_reflns_av_unetI/netI     0.053
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            26290
_diffrn_reflns_theta_full        72.219
_diffrn_reflns_theta_max         72.219
_diffrn_reflns_theta_min         4.038
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.431
_exptl_absorpt_correction_T_max  0.59
_exptl_absorpt_correction_T_min  0.49
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Siemens, 1996)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.261
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             999.997
_exptl_crystal_size_max          0.471
_exptl_crystal_size_mid          0.406
_exptl_crystal_size_min          0.367
_refine_diff_density_max         0.16
_refine_diff_density_min         -0.16
_refine_ls_abs_structure_details
; 
 Parsons, Flack & Wagner (2013), 
 2025 Friedel Pairs 
;
_refine_ls_abs_structure_Flack   0.023(5)
_refine_ls_extinction_coef       500(20)
_refine_ls_extinction_method     'Larson (1970), Equation 22'
_refine_ls_goodness_of_fit_ref   0.9793
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     396
_refine_ls_number_reflns         4803
_refine_ls_number_restraints     296
_refine_ls_R_factor_all          0.0316
_refine_ls_R_factor_gt           0.0309
_refine_ls_shift/su_max          0.0274439
_refine_ls_shift/su_mean         0.0014819
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 Method= Modified Sheldrick 
 w=1/[\s^2^(F^2^) + ( 0.05P)^2^ + 0.54P] 
 ,where P=(max(Fo^2^,0) + 2Fc^2^)/3 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0829
_refine_ls_wR_factor_gt          0.0822
_refine_ls_wR_factor_ref         0.0829
_reflns_limit_h_max              9
_reflns_limit_h_min              -9
_reflns_limit_k_max              15
_reflns_limit_k_min              0
_reflns_limit_l_max              30
_reflns_limit_l_min              0
_reflns_number_gt                4685
_reflns_number_total             4803
_reflns_threshold_expression     I>2.0\s(I)
_oxford_diffrn_Wilson_B_factor   2.41
_oxford_diffrn_Wilson_scale      13.92
_oxford_refine_ls_r_factor_ref   0.0316
_oxford_refine_ls_scale          0.2887(3)
_oxford_reflns_number_all        4803
_cod_data_source_file            d4ra07750d2.cif
_cod_data_source_block           5a_salt
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_crystal_density_meas' value 'not measured' was
changed to '?' -- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 8170 2020-07-09 18:12:32Z antanas 
;
_cod_original_sg_symbol_Hall     'P 2ac 2ab '
_cod_original_sg_symbol_H-M      'P 21 21 21 '
_cod_database_code               7249636
_oxford_refine_reflns_threshold_expression I>-3.0\s(I)
_oxford_refine_ls_r_factor_all   0.0316
_oxford_refine_ls_wr_factor_all  0.0829
_oxford_hooft_y                  0.0250(7)
_oxford_bijvoet_difference       0.023(5)
_oxford_refined_flack_x          0.028(13)