Multipurpose made colorimetric materials for amines, pH change and metal ion detection
Bao, Lihong; Jones, Leighton O.; Garrote Cañas, Ana M.; Yan, Yunhan; Pask, Christopher M.; Hardie, Michaele J.; Mosquera, Martin A.; Schatz, George C.; Sergeeva, Natalia N.; RSC Advances 12 (2022) 2684–2692; doi:10.1039/D1RA07811A

data_7244269
_publ_section_title
;
 Multipurpose made colorimetric materials for amines, pH change and metal
 ion detection
;
_journal_issue                   5
_journal_name_full               'RSC Advances'
_journal_page_first              2684
_journal_page_last               2692
_journal_paper_doi               10.1039/D1RA07811A
_journal_volume                  12
_journal_year                    2022
_chemical_formula_moiety         'Cl O4, C23 H20 F6 N5 O2'
_chemical_formula_sum            'C23 H20 Cl F6 N5 O6'
_chemical_formula_weight         611.89
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2021-05-26
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2021-05-27 deposited with the CCDC.	2022-01-10 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 107.731(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   15.2533(7)
_cell_length_b                   12.9873(5)
_cell_length_c                   13.5404(5)
_cell_measurement_reflns_used    4236
_cell_measurement_temperature    120.00(11)
_cell_measurement_theta_max      73.3930
_cell_measurement_theta_min      4.8230
_cell_volume                     2554.92(19)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_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    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      120.00(11)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3095
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measurement_details
;
  1 omega  -33.00   29.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.5000   37.0000  -60.0000 62

  2 omega  -51.00   12.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.5000   57.0000 -150.0000 63

  3 omega  -68.00  -18.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.5000  -37.0000  -30.0000 50

  4 omega -105.00  -21.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.5000  -57.0000  -60.0000 84

  5 omega   37.00   97.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      104.9775  -45.0000  120.0000 60

  6 omega   77.00  150.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      104.9775    0.0000  150.0000 73

  7 omega   60.00   85.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      104.9775  -30.0000   60.0000 25

  8 omega   52.00   81.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      104.9775  -30.0000    0.0000 29

  9 omega   42.00   92.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      104.9775  -45.0000  -30.0000 50

 10 omega   88.00  115.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      104.9775  -65.0000  -77.5236 27

 11 omega   36.00   99.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      104.9775  -64.0000  -89.7910 63

 12 omega   32.00   88.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      104.9775  -30.0000  -90.0000 56

 13 omega   25.00   75.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      104.9775    0.0000  150.0000 50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0980196000
_diffrn_orient_matrix_UB_12      -0.0412154000
_diffrn_orient_matrix_UB_13      -0.0520032000
_diffrn_orient_matrix_UB_21      0.0140688000
_diffrn_orient_matrix_UB_22      0.0124106000
_diffrn_orient_matrix_UB_23      -0.1073531000
_diffrn_orient_matrix_UB_31      0.0379131000
_diffrn_orient_matrix_UB_32      -0.1104903000
_diffrn_orient_matrix_UB_33      0.0073003000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0407
_diffrn_reflns_av_unetI/netI     0.0466
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            10606
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.661
_diffrn_reflns_theta_min         3.042
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.192
_exptl_absorpt_correction_T_max  0.810
_exptl_absorpt_correction_T_min  0.673
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.591
_exptl_crystal_description       block
_exptl_crystal_F_000             1248
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.531
_refine_diff_density_min         -0.443
_refine_diff_density_rms         0.058
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     399
_refine_ls_number_reflns         5017
_refine_ls_number_restraints     42
_refine_ls_restrained_S_all      1.016
_refine_ls_R_factor_all          0.0719
_refine_ls_R_factor_gt           0.0584
_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^)+(0.0751P)^2^+1.9671P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1496
_refine_ls_wR_factor_ref         0.1640
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4034
_reflns_number_total             5017
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1ra07811a2.cif
_cod_data_source_block           yy04_cu
_cod_original_cell_volume        2554.92(18)
_cod_database_code               7244269
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         'C92 H80 Cl4 F24 N20 O24'
_reflns_odcompleteness_completeness 99.92
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 F6B-C23 = F6A-C23 = F4B-C23 = F4A-C23 = F5B-C23 = F5A-C23
 1.33 with sigma of 0.005
3. Rigid bond restraints
 F5A, F5B, F4A, F4B, F6A, F6B
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
F5A \\sim F5B \\sim F4A \\sim F4B \\sim F6B \\sim F6A: within 2A with sigma of
0.04 and sigma for terminal atoms of 0.08
5. Others
 Fixed Sof: F4A(0.6) F6A(0.6) F5A(0.6) F5B(0.4) F6B(0.4) F4B(0.4)
6.a Aromatic/amide H refined with riding coordinates:
 N5(H5), N3(H3), N1(H1), C10(H10), C12(H12), C4(H4), C13(H13), C3(H3A), C9(H9),
  C22(H22), C2(H2), C19(H19), C21(H21), C18(H18)
6.b Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C), C7(H7A,H7B,H7C)
;
_olex2_date_sample_data_collection 2016-04-11
_olex2_submission_special_instructions 'No special instructions were received'