A simple strategy to overcome concentration dependence of photoswitching properties in donor-acceptor Stenhouse adducts
Connolly, Sean; Tiwari, Rahul; Holder, Simon J.; Shepherd, Helena Jane; Physical Chemistry Chemical Physics  (2021) –; doi:10.1039/D0CP06312F

data_7242074
_publ_section_title
;
 A simple strategy to overcome concentration dependence of photoswitching
 properties in donor-acceptor Stenhouse adducts
;
_journal_name_full               'Physical Chemistry Chemical Physics'
_journal_paper_doi               10.1039/D0CP06312F
_journal_year                    2021
_chemical_formula_moiety         '2(H2 O), 2(C15 H20 N2 O5), 1.5(O)'
_chemical_formula_sum            'C30 H44 N4 O13.5'
_chemical_formula_weight         676.69
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-I 2ya'
_space_group_name_H-M_alt        'I 1 2/a 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_audit_creation_date             2020-05-13
_audit_creation_method
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_audit_update_record
;
2020-07-13 deposited with the CCDC.	2021-01-13 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90.0200(10)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   18.9606(2)
_cell_length_b                   14.2438(2)
_cell_length_c                   25.8792(3)
_cell_measurement_reflns_used    12464
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      72.8240
_cell_measurement_theta_min      3.8630
_cell_volume                     6989.22(15)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2013/4 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      200(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2887
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w   -112.00 -83.00   1.00    7.50    --  -42.70 -57.00-120.00   29
  2  \w    -76.00 -50.00   1.00    7.50    --  -42.70 -57.00-120.00   26
  3  \w    -66.00  27.00   1.00    7.50    --  -42.70  57.00  60.00   93
  4  \w    -64.00  27.00   1.00    7.50    --  -42.70  48.00-161.00   91
  5  \w   -113.00 -17.00   1.00    7.50    --  -42.70 -57.00 -90.00   96
  6  \w     65.00  91.00   1.00    7.50    --   42.70-125.00-150.00   26
  7  \w    119.00 175.00   1.00   30.00    --  105.99  48.00-161.00   56
  8  \w    103.00 132.00   1.00   30.00    --  105.99 -61.00-120.00   29
  9  \w     40.00 116.00   1.00   30.00    --  105.99 -77.00  30.00   76
 10  \w     39.00 120.00   1.00   30.00    --  105.99 -45.00  30.00   81
 11  \w     36.00 128.00   1.00   30.00    --  105.99 -45.00 120.00   92
 12  \w     46.00 130.00   1.00   30.00    --  105.99 -45.00-150.00   84
 13  \w     72.00 107.00   1.00   30.00    --  105.99 -94.00-180.00   35
 14  \w     39.00 120.00   1.00   30.00    --  105.99-125.00  60.00   81
 15  \w    132.00 172.00   1.00   30.00    --  105.99 125.00  90.00   40
 16  \w     76.00 109.00   1.00   30.00    --  105.99 -94.00 120.00   33
 17  \w     64.00 109.00   1.00   30.00    --  105.99 -94.00-120.00   45
 18  \w     32.00 177.00   1.00   30.00    --  105.99   0.00   0.00  145
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0195167000
_diffrn_orient_matrix_UB_12      0.0983504000
_diffrn_orient_matrix_UB_13      0.0202648000
_diffrn_orient_matrix_UB_21      -0.0632711000
_diffrn_orient_matrix_UB_22      0.0421292000
_diffrn_orient_matrix_UB_23      -0.0293435000
_diffrn_orient_matrix_UB_31      -0.0470986000
_diffrn_orient_matrix_UB_32      -0.0158118000
_diffrn_orient_matrix_UB_33      0.0476621000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0334
_diffrn_reflns_av_unetI/netI     0.0261
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            25753
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.393
_diffrn_reflns_theta_min         3.542
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.861
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.83156
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.286
_exptl_crystal_description       needle
_exptl_crystal_F_000             2880
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.069
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.982
_refine_diff_density_min         -0.206
_refine_diff_density_rms         0.067
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     469
_refine_ls_number_reflns         6929
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.089
_refine_ls_R_factor_all          0.0492
_refine_ls_R_factor_gt           0.0462
_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^)+(0.0935P)^2^+0.1464P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1234
_refine_ls_wR_factor_ref         0.1270
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6500
_reflns_number_total             6929
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0cp06312f2.cif
_cod_data_source_block           DASA2_H2O
_cod_original_formula_sum        'C30 H44 N4 O13.50'
_cod_database_code               7242074
_shelxl_version_number           2013-4
_chemical_oxdiff_formula         'C16 H12 N3 O4'
_reflns_odcompleteness_completeness 99.95
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.5698(12)
 0.4302(12)
2. 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, All O(H,H) groups
3. Uiso/Uaniso restraints and constraints
O2S \\sim O3S \\sim O1S \\sim O5S: within 2A with sigma of 0.04 and sigma for
terminal atoms of 0.08 within 2A
4. Others
 Fixed Sof: O3S(0.75) O5S(0.5) O4S(0.25)
5.a Free rotating group:
 O2S(H0AB,H0AC), O1S(H36A,H36B)
5.b Ternary CH refined with riding coordinates:
 C7(H7), C11(H11), C7B(H7B), C11B(H11B)
5.c Secondary CH2 refined with riding coordinates:
 C12(H12A,H12B), C13(H13A,H13B), C15(H14A,H14B), C14(H15A,H15B), C13B(H3,H4),
 C15B(H5,H6), C14B(H8,H12), C12B(H13,H14)
5.d Aromatic/amide H refined with riding coordinates:
 C9(H9), C10(H10), C10B(H10B), C9B(H9B)
5.e Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C2(H2A,H2B,H2C), C2B(H2CB,H2AB,H2BB), C1B(H1AB,H1BB,H1CB)
;
_shelx_res_checksum              13172
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.404
_oxdiff_exptl_absorpt_empirical_full_min 0.821