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_7244271
_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         'C46 H38 Cu F12 N10 O4, 2(Cl O4)'
_chemical_formula_sum            'C46 H38 Cl2 Cu F12 N10 O12'
_chemical_formula_weight         1285.30
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2016-06-30
_audit_creation_method
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_audit_update_record
;
2021-05-27 deposited with the CCDC.	2022-01-10 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 109.1480(14)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.17337(16)
_cell_length_b                   21.4452(2)
_cell_length_c                   18.6491(2)
_cell_measurement_reflns_used    14576
_cell_measurement_temperature    120.01(16)
_cell_measurement_theta_max      73.6480
_cell_measurement_theta_min      4.0930
_cell_volume                     4976.99(10)
_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    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      120.01(16)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3095
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_details
;
  1 omega   18.00   46.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       42.7089  -57.0000  -30.0000 28

  2 omega   44.00  120.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      104.9775  -65.0000   68.0711 76

  3 omega   99.00  126.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      104.9775  -30.0000    0.0000 27

  4 omega   84.00  178.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      104.9775   30.0000    0.0000 94

  5 omega  106.00  132.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      104.9775  -65.0000 -115.4109 26

  6 omega   85.00  124.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      104.9775  -30.0000 -180.0000 39

  7 omega   86.00  131.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      104.9775   30.0000 -180.0000 45

  8 omega  152.00  178.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      104.9775   30.0000 -180.0000 26

  9 omega  105.00  174.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      104.9775   30.0000  -90.0000 69

 10 omega   75.00  102.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      104.9775  -65.0000  100.1429 27

 11 omega   73.00  102.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      104.9775  -65.0000   36.9548 29

 12 omega   72.00  101.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      104.9775  -65.0000  -29.6109 29

 13 omega   69.00  101.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      104.9775  -65.0000  -56.8744 32

 14 omega   64.00   90.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      104.9775  -65.0000 -115.4109 26

 15 omega   62.00   99.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      104.9775  -65.0000  -87.2968 37

 16 omega   59.00  105.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      104.9775  -65.0000 -140.0595 46

 17 omega   37.00   79.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      104.9775  -65.0000   -7.1446 42

 18 omega   47.00  100.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      104.9775  -65.0000   10.2130 53

 19 omega   64.00  103.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      104.9775  -65.0000  123.3833 39

 20 omega   54.00   79.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      104.9775  -65.0000  136.6922 25

 21 omega   36.00  105.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      104.9775  -64.0000  164.7176 69

 22 omega   33.00   70.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       42.7089  -65.0000  173.5039 37

 23 omega   33.00   84.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      104.9775  -30.0000    0.0000 51

 24 omega   27.00   54.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       42.7089   37.0000  -90.0000 27

 25 omega   33.00   61.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      104.9775  -30.0000 -180.0000 28

 26 omega  -76.00  -11.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.5000  -65.0000  -99.5013 65

 27 omega  -92.00  -17.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.5000  -64.0000   57.0604 75

 28 omega  -45.00  -12.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.5000  -65.0000  129.7187 33

 29 omega  -87.00  -61.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.5000  -65.0000  129.7187 26

 30 omega  -98.00  -18.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.5000  -62.0000    4.5174 80

 31 omega  -66.00   20.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.5000   65.0000 -162.9356 86
;
_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      0.0253614000
_diffrn_orient_matrix_UB_12      0.0091466000
_diffrn_orient_matrix_UB_13      -0.0743177000
_diffrn_orient_matrix_UB_21      0.0863474000
_diffrn_orient_matrix_UB_22      0.0486207000
_diffrn_orient_matrix_UB_23      0.0395070000
_diffrn_orient_matrix_UB_31      0.0849810000
_diffrn_orient_matrix_UB_32      -0.0520682000
_diffrn_orient_matrix_UB_33      0.0238117000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0183
_diffrn_reflns_av_unetI/netI     0.0130
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            21817
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.830
_diffrn_reflns_theta_min         4.107
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.690
_exptl_absorpt_correction_T_max  0.881
_exptl_absorpt_correction_T_min  0.775
_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            brown
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.715
_exptl_crystal_description       irregular
_exptl_crystal_F_000             2604
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.741
_refine_diff_density_min         -0.967
_refine_diff_density_rms         0.063
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     414
_refine_ls_number_reflns         4962
_refine_ls_number_restraints     8
_refine_ls_restrained_S_all      1.132
_refine_ls_R_factor_all          0.0493
_refine_ls_R_factor_gt           0.0476
_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^)+(0.0474P)^2^+16.2180P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1135
_refine_ls_wR_factor_ref         0.1148
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4724
_reflns_number_total             4962
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1ra07811a2.cif
_cod_data_source_block           agc14
_cod_original_cell_volume        4977.00(11)
_cod_database_code               7244271
_chemical_oxdiff_formula         'C184 H152 Cl8 Cu4 F48 N40 O48'
_reflns_odcompleteness_completeness 99.69
_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
 Cl2-O7 = Cl2-O8 = Cl2-O9 = Cl2-O10
 1.41 with sigma of 0.01
 Cl1-O6 = Cl1-O3 = Cl1-O4 = Cl1-O5
 1.41 with sigma of 0.005
3. Others
 Fixed Sof: O3(0.5) O4(0.5) O5(0.5) O6(0.5) O7(0.5) O8(0.5) O9(0.5) O10(0.5)
4.a Aromatic/amide H refined with riding coordinates:
 C2(H2), N3(H3), C3(H3A), C4(H4), N5(H5), C9(H9), C10(H10), C12(H12), C13(H13),
  C18(H18), C19(H19), C21(H21), C22(H22)
4.b Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C16(H16A,H16B,H16C)
;
_shelx_shelxl_version_number     2014/7
_olex2_date_sample_data_collection 2016-06-15
_olex2_submission_special_instructions 'No special instructions were received'