Fluorescent squaramides as anion receptors and transmembrane anion transporters.
Bao, Xiaoping; Wu, Xin; Berry, Stuart N.; Howe, Ethan N. W.; Chang, Young-Tae; Gale, Philip A.; Chemical communications (Cambridge, England) 54 (2018) 1363–1366; doi:10.1039/c7cc08706c

data_7121169
_publ_section_title
;
 Fluorescent squaramides as anion receptors and transmembrane anion
 transporters.
;
_journal_issue                   11
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              1363
_journal_page_last               1366
_journal_paper_doi               10.1039/c7cc08706c
_journal_volume                  54
_journal_year                    2018
_chemical_formula_moiety         'C30 H30 N4 O4, C2 H6 O S'
_chemical_formula_sum            'C32 H36 N4 O5 S'
_chemical_formula_weight         588.71
_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'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2016-12-12
_audit_creation_method
;
Olex2 1.2
(compiled 2016.11.07 svn.r3352 for OlexSys, GUI svn.r5261)
;
_audit_update_record
;
2017-01-29 deposited with the CCDC.
2018-01-15 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 103.132(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   19.7577(8)
_cell_length_b                   9.1446(3)
_cell_length_c                   16.6909(4)
_cell_measurement_reflns_used    9683
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.5510
_cell_measurement_theta_min      2.1390
_cell_volume                     2936.79(18)
_computing_cell_refinement
'CrysAlisPro, Agilent Technologies, Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET) (compiled Jan 14 2014,18:38:05)'
_computing_data_collection       'CrystalClear-SM Expert 3.1 b27 (Rigaku, 2013)'
_computing_data_reduction
'CrysAlisPro, Agilent Technologies, Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET) (compiled Jan 14 2014,18:38:05)'
_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_temperature      100(2)
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            'Rigaku HG Saturn724+ (2x2 bin mode)'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details
;
  1 omega -109.00   20.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -19.0000  -72.0000 -180.0000 129

  2 omega -100.00    8.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -19.0000  -36.0000 -150.0000 108

  3 omega  -36.00  -26.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -19.0000   72.0000  -60.0000 10

  4 omega -109.00   20.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -19.0000  -72.0000 -150.0000 129

  5 omega  -99.00  -57.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -19.0000  -36.0000   60.0000 42
;
_diffrn_measurement_device       'four-circle \k diffractometer'
_diffrn_measurement_device_type  'Rigaku AFC12 FRE-HF'
_diffrn_measurement_method       'profile data from \w-scans'
_diffrn_measurement_specimen_support 'MiTeGen MicroMesh'
_diffrn_orient_matrix_UB_11      -0.0368452000
_diffrn_orient_matrix_UB_12      0.0017749000
_diffrn_orient_matrix_UB_13      -0.0098512000
_diffrn_orient_matrix_UB_21      -0.0000734000
_diffrn_orient_matrix_UB_22      0.0006648000
_diffrn_orient_matrix_UB_23      -0.0425156000
_diffrn_orient_matrix_UB_31      -0.0008150000
_diffrn_orient_matrix_UB_32      -0.0775603000
_diffrn_orient_matrix_UB_33      -0.0005987000
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  'Confocal mirrors, HF Varimax'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0517
_diffrn_reflns_av_unetI/netI     0.0564
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            29590
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.125
_diffrn_reflns_theta_min         2.934
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           55.0
_diffrn_source_power             2.475
_diffrn_source_target            Mo
_diffrn_source_type              'Rotating Anode'
_diffrn_source_voltage           45.0
_exptl_absorpt_coefficient_mu    0.158
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.60246
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'CrysAlisPro, Agilent Technologies, Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET) (compiled Jan 14 2014,18:38:05) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.'
_exptl_crystal_colour            'clear yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.331
_exptl_crystal_description       plate
_exptl_crystal_F_000             1248
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.955
_refine_diff_density_min         -1.299
_refine_diff_density_rms         0.071
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     494
_refine_ls_number_reflns         7870
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.027
_refine_ls_R_factor_all          0.1250
_refine_ls_R_factor_gt           0.0796
_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^)+(0.0780P)^2^+4.4273P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1783
_refine_ls_wR_factor_ref         0.2038
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5082
_reflns_number_total             7870
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7cc08706c2.cif
_cod_data_source_block           2016eh003_k
_cod_depositor_comments          'Adding full bibliography for 7121169.cif.'
_cod_original_cell_volume        2936.79(17)
_cod_database_code               7121169
_diffrn_measurement_device_type2 'Rigaku AFC12 (Right)'
_reflns_odcompleteness_completeness 92.41
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     30.80
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(S1A') = Uanis(S1A) = Uanis(O1A)
Uanis(C1A) = Uanis(C1A')
Uanis(C2A') = Uanis(C2A)
Uanis(C1A) = Uanis(C1A') = Uanis(S1A') = Uanis(S1A) = Uanis(C2A') = Uanis(C2A)
= Uanis(O1A)
3. Others
 Fixed Sof: S1A(0.9) S1A'(0.1) C1A(0.9) H1AA(0.9) H1AB(0.9) H1AC(0.9)
 C1A'(0.1) H1A'(0.1) H1B'(0.1) H1C'(0.1) C2A(0.9) H2AA(0.9) H2AB(0.9) H2AC(0.9)
 C2A'(0.1) H2A'(0.1) H2B'(0.1) H2C'(0.1)
4.a Idealised Me refined as rotating group:
 C1A(H1AA,H1AB,H1AC), C1A'(H1A',H1B',H1C'), C2A(H2AA,H2AB,H2AC), C2A'(H2A',
 H2B',H2C')
;
_shelx_res_checksum              87481
_shelx_shelxl_version_number     2014/7
_olex2_exptl_crystal_mounting_method
'The single crystal was mounted on a MiTeGen Dual-Thickness MicroLoop support.'
_olex2_submission_special_instructions 'No special instructions were received'