Benzenebistriazole-strapped calix[4]pyrrole: a neutral anion receptor with CH and NH donor groups that exhibits high sulfate binding affinity and selectivity in aqueous solutions.
He, Ying-Chun; Yan, Yan-Mei; Tong, Hong-Bo; Ren, Zhen-Xing; Wang, Jun-Hong; Zhang, Yong-Bin; Chao, Jian-Bin; Wang, Meng-Liang; Chemical communications (Cambridge, England) 56 (2020) 9364–9367; doi:10.1039/d0cc03655b

data_7126789
_publ_section_title
;
 Benzenebistriazole-strapped calix[4]pyrrole: a neutral anion receptor
 with CH and NH donor groups that exhibits high sulfate binding affinity
 and selectivity in aqueous solutions.
;
_journal_issue                   65
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              9364
_journal_page_last               9367
_journal_paper_doi               10.1039/d0cc03655b
_journal_volume                  56
_journal_year                    2020
_chemical_formula_moiety
'O3.539 S, C44 H52 N10, 2(C4 H12 N1), C H4 O, 0.461(O1)'
_chemical_formula_sum            'C53 H80 N12 O5 S'
_chemical_formula_weight         997.35
_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   mixed
_atom_sites_solution_primary     iterative
_audit_creation_date             2019-12-10
_audit_creation_method
;
Olex2 1.3
(compiled Nov 21 2019 18:26:39 for OlexSys, GUI svn.r6003)
;
_audit_update_record
;
2020-01-12 deposited with the CCDC.	2020-06-29 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 99.750(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.1432(7)
_cell_length_b                   19.0048(9)
_cell_length_c                   21.5747(11)
_cell_measurement_reflns_used    7860
_cell_measurement_temperature    190(2)
_cell_measurement_theta_max      26.48
_cell_measurement_theta_min      2.34
_cell_volume                     5715.3(5)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'olex2.solve 1.3 (Bourhis et al., 2015)'
_diffrn_ambient_temperature      190
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0682
_diffrn_reflns_av_unetI/netI     0.0598
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            42363
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.050
_diffrn_reflns_theta_max         25.050
_diffrn_reflns_theta_min         1.930
_diffrn_source_current           40.0
_diffrn_source_power             2.0
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.111
_exptl_absorpt_correction_T_max  0.2616
_exptl_absorpt_correction_T_min  0.2306
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0987 before and 0.0725 after correction.
The Ratio of minimum to maximum transmission is 0.8815.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.159
_exptl_crystal_description       block
_exptl_crystal_F_000             2152
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.396
_refine_diff_density_min         -1.202
_refine_diff_density_rms         0.082
_refine_ls_extinction_coef       0.0029(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     732
_refine_ls_number_reflns         10099
_refine_ls_number_restraints     23
_refine_ls_restrained_S_all      1.086
_refine_ls_R_factor_all          0.1130
_refine_ls_R_factor_gt           0.0835
_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^)+(0.1480P)^2^+2.8402P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2444
_refine_ls_wR_factor_ref         0.2695
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6728
_reflns_number_total             10099
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0cc03655b2.cif
_cod_data_source_block           test-14_sqd
_cod_depositor_comments
'Adding full bibliography for 7126788--7126789.cif.'
_cod_database_code               7126789
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.978
_shelx_estimated_absorpt_t_min   0.967
_exptl_absorpt_special_details   none
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 N12B-C54B
 1.52 with sigma of 0.02
 C53A-C54A \\sim C53B-C54B
 with sigma of 0.04
 C51A-C54A \\sim C51B-C54B
 with sigma of 0.04
 C51A-C53A \\sim C51B-C53B
 with sigma of 0.04
 C52A-C54A \\sim C52B-C54B
 with sigma of 0.04
 C52A-C53A \\sim C52B-C53B
 with sigma of 0.04
 C52A-C51A \\sim C52B-C51B
 with sigma of 0.04
 N12A-C54A \\sim N12B-C54B
 with sigma of 0.04
 N12A-C53A \\sim N12B-C53B
 with sigma of 0.04
 N12A-C52A \\sim N12B-C52B
 with sigma of 0.04
 N12A-C51A \\sim N12B-C51B
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(O2A) \\sim Ueq, Uanis(C53A) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
4. Others
 Sof(N12B)=Sof(C51B)=Sof(H51D)=Sof(H51E)=Sof(H51F)=Sof(C52B)=Sof(H52D)=
 Sof(H52E)=Sof(H52F)=Sof(C53B)=Sof(H53D)=Sof(H53E)=Sof(H53F)=Sof(C54B)=
 Sof(H54D)=Sof(H54E)=Sof(H54F)=1-FVAR(1)
 Sof(N12A)=Sof(C51A)=Sof(H51A)=Sof(H51B)=Sof(H51C)=Sof(C52A)=Sof(H52A)=
 Sof(H52B)=Sof(H52C)=Sof(C53A)=Sof(H53A)=Sof(H53B)=Sof(H53C)=Sof(C54A)=
 Sof(H54A)=Sof(H54B)=Sof(H54C)=FVAR(1)
 Sof(O2A)=Sof(O4A)=Sof(O3A)=1-FVAR(2)
 Sof(O3)=Sof(O4)=Sof(O2)=FVAR(2)
5.a Riding coordinates:
 C54B(H54D,H54E,H54F,H1), N2(H2), N3(H3), N4(H4), O5(H5)
5.b Secondary CH2 refined with riding coordinates:
 C28(H28A,H28B), C29(H29A,H29B), C30(H30A,H30B), C31(H31A,H31B), C42(H42A,
 H42B), C43(H43A,H43B), C44(H44A,H44B), C45(H45A,H45B)
5.c Me refined with riding coordinates:
 C53B(H53D,H53E,H53F)
5.d Aromatic/amide H refined with riding coordinates:
 C2(H2A), C3(H3A), C8(H8), C9(H9), C15(H15), C16(H16), C22(H22), C23(H23),
 C32(H32), C35(H35), C37(H37), C38(H38), C39(H39), C41(H41)
5.e Idealised Me refined as rotating group:
 C51A(H51A,H51B,H51C), C52A(H52A,H52B,H52C), C53A(H53A,H53B,H53C), C54A(H54A,
 H54B,H54C), C51B(H51D,H51E,H51F), C52B(H52D,H52E,H52F), C6(H6A,H6B,H6C),
 C12(H12A,H12B,H12C), C13(H13A,H13B,H13C), C20(H20A,H20B,H20C), C26(H26A,H26B,
 H26C), C27(H27A,H27B,H27C), C46(H46A,H46B,H46C), C47(H47A,H47B,H47C), C48(H48A,
 H48B,H48C), C49(H49A,H49B,H49C), C50(H50A,H50B,H50C)
;
_shelx_res_checksum              71370
_shelx_hkl_checksum              95844
_shelx_fab_checksum              24215
_platon_squeeze_void_probe_radius 1.20
_olex2_submission_special_instructions 'No special instructions were received'