Photo-and thermoresponsive N-salicylideneaniline derivatives: solid-state studies and structural aspects
Hulushe, Siya T.; Malan, Frederick P.; Hosten, Eric C.; Lobb, Kevin A.; Khanye, Setshaba D.; Watkins, Gareth M.; New Journal of Chemistry 46 (2022) 20940–20950; doi:10.1039/D1NJ03056F

data_7062200
_publ_section_title
;
 Photo-and thermoresponsive N-salicylideneaniline derivatives: solid-state
 studies and structural aspects
;
_journal_issue                   43
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              20940
_journal_page_last               20950
_journal_paper_doi               10.1039/D1NJ03056F
_journal_volume                  46
_journal_year                    2022
_chemical_formula_moiety         'C14 H12 N2 O4'
_chemical_formula_sum            'C14 H12 N2 O4'
_chemical_formula_weight         272.26
_chemical_name_common            5-nitro-N-[4-(methoxy)phenyl]salicylaldimine
_chemical_name_systematic
2-((E)-(4-methoxyphenylimino)methyl-4-nitrophenol
_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   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2022-02-24
_audit_creation_method
;
Olex2 1.3-ac4
(compiled 2018.12.05 svn.r3537 for Rigaku Oxford Diffraction, GUI svn.r5625)
;
_audit_update_record
;
2022-03-09 deposited with the CCDC.	2022-10-24 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 96.223(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   3.82310(10)
_cell_length_b                   21.4681(7)
_cell_length_c                   15.2134(4)
_cell_measurement_reflns_used    4733
_cell_measurement_temperature    149.98(10)
_cell_measurement_theta_max      77.0140
_cell_measurement_theta_min      3.5640
_cell_volume                     1241.28(6)
_computing_cell_refinement       'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_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 (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      149.98(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.959
_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    107.00 132.00   0.50    0.25    --  110.25 116.00  99.00   50
  2  \w     61.00  86.00   0.50    0.08    --   46.83 165.00-113.00   50
  3  \w    102.00 162.00   0.50    0.25    --  110.25  45.00-180.00  120
  4  \w    112.00 138.00   0.50    0.25    --  110.25  15.00-180.00   52
  5  \w     56.00  82.00   0.50    0.25    --  110.25 -94.00  30.00   52
  6  \w     73.00 111.00   0.50    0.25    --  110.25-125.00  90.00   76
  7  \w     45.00  92.00   0.50    0.25    --  110.25-125.00 -30.00   94
  8  \w     42.00 107.00   0.50    0.25    --  110.25-116.00  10.00  130
  9  \w     51.00  76.00   0.50    0.08    --   46.83-116.00  10.00   50
 10  \w     41.00 135.00   0.50    0.25    --  110.25-165.00-136.00  188
 11  \w     86.00 111.00   0.50    0.25    --  110.25-125.00-150.00   50
 12  \w     60.00  91.00   0.50    0.08    --   46.83-165.00-136.00   62
 13  \w     75.00 100.00   0.50    0.25    --  110.25 -94.00   0.00   50
 14  \w     40.00  77.00   0.50    0.25    --  110.25 -61.00   0.00   74
 15  \w     46.00  71.00   0.50    0.25    --  110.25 -61.00 -30.00   50
 16  \w     45.00  79.00   0.50    0.25    --  110.25 -61.00  30.00   68
 17  \w    -18.00   7.00   0.50    0.08    --   46.83 -19.00 -60.00   50
 18  \w    -26.00   9.00   0.50    0.08    --   46.83 -19.00-180.00   70
 19  \w     45.00  79.00   0.50    0.25    --  110.25 -61.00-150.00   68
 20  \w     -5.00  27.00   0.50    0.08    --  -46.83  19.00  30.00   64
 21  \w     -2.00  27.00   0.50    0.08    --  -46.83  19.00   0.00   58
 22  \w    -93.00 -68.00   0.50    0.25    -- -102.00 116.00  99.00   50
 23  \w     -5.00  20.00   0.50    0.08    --  -46.83  19.00 -30.00   50
 24  \w    -72.00 -30.00   0.50    0.25    -- -102.00  61.00-150.00   84
 25  \w   -152.00-127.00   0.50    0.25    -- -102.00-116.00  10.00   50
 26  \w   -175.00 -85.00   0.50    0.25    -- -102.00 -61.00  90.00  180
 27  \w   -167.00-109.00   0.50    0.25    -- -102.00 -15.00 -60.00  116
 28  \w   -160.00-101.00   0.50    0.25    -- -102.00 -77.00-120.00  118
 29  \w   -115.00 -88.00   0.50    0.08    --  -46.83-165.00-136.00   54
 30  \w    -86.00 -48.00   0.50    0.08    --  -46.83-165.00-136.00   76
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.3290814000
_diffrn_orient_matrix_UB_12      -0.0412849000
_diffrn_orient_matrix_UB_13      0.0193709000
_diffrn_orient_matrix_UB_21      -0.2176035000
_diffrn_orient_matrix_UB_22      -0.0576103000
_diffrn_orient_matrix_UB_23      -0.0321110000
_diffrn_orient_matrix_UB_31      0.0941560000
_diffrn_orient_matrix_UB_32      0.0110808000
_diffrn_orient_matrix_UB_33      -0.0946711000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0477
_diffrn_reflns_av_unetI/netI     0.0368
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.959
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            8244
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.959
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         78.337
_diffrn_reflns_theta_min         3.575
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.911
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.62127
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.123a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.451
_exptl_crystal_density_meas      1.451
_exptl_crystal_description       Needles
_exptl_crystal_F_000             564
_exptl_crystal_size_max          0.319
_exptl_crystal_size_mid          0.311
_exptl_crystal_size_min          0.281
_refine_diff_density_max         0.191
_refine_diff_density_min         -0.373
_refine_diff_density_rms         0.071
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     183
_refine_ls_number_reflns         2555
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.028
_refine_ls_R_factor_all          0.0530
_refine_ls_R_factor_gt           0.0475
_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^)+(0.0954P)^2^+0.1462P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1317
_refine_ls_wR_factor_ref         0.1369
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2217
_reflns_number_total             2555
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1nj03056f2.cif
_cod_data_source_block           sh35_lt2_auto
_cod_database_code               7062200
_shelx_shelxl_version_number     2016/6
_diffrn_oxdiff_digest_frames
;
01bd891b522f70a0cbcc2dc07e3a001b750003950e6
;
_diffrn_oxdiff_digest_hkl
;
015271438dc9536a1f8d7eaf3fcb8cbe775a5c
;
_reflns_odcompleteness_completeness 99.76
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     71.98
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C14(H14), C2(H2), C7(H7), C13(H13), C11(H11), C4(H4), C5(H5), C10(H10)
2.b Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C)
2.c Idealised tetrahedral OH refined as rotating group:
 O20(H20)
;
_shelx_res_checksum              66323
_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 3.167
_oxdiff_exptl_absorpt_empirical_full_min 0.282