Hemispherand-Strapped Calix[4]pyrrole: An Ion-pair Receptor for the Recognition and Extraction of Lithium Nitrite.
He, Qing; Zhang, Zhan; Brewster, James T.; Lynch, Vincent M.; Kim, Sung Kuk; Sessler, Jonathan L.; Journal of the American Chemical Society 138 (2016) 9779–9782; doi:10.1021/jacs.6b05713

data_4130673
_publ_section_title
;
 Hemispherand-Strapped Calix[4]pyrrole: An Ion-pair Receptor for the
 Recognition and Extraction of Lithium Nitrite.
;
_journal_issue                   31
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              9779
_journal_page_last               9782
_journal_paper_doi               10.1021/jacs.6b05713
_journal_volume                  138
_journal_year                    2016
_chemical_formula_moiety         'C50 H58 Li N8 O5, 2(C H4 O), C2 H3 N, Cl'
_chemical_formula_sum            'C54 H69 Cl Li N9 O7'
_chemical_formula_weight         998.57
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_audit_creation_date             2016-06-03
_audit_creation_method
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_cell_angle_alpha                85.4609(14)
_cell_angle_beta                 88.1007(15)
_cell_angle_gamma                89.6809(17)
_cell_formula_units_Z            2
_cell_length_a                   10.8528(2)
_cell_length_b                   13.6605(3)
_cell_length_c                   18.1919(3)
_cell_measurement_reflns_used    28786
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      73.5210
_cell_measurement_theta_min      3.2270
_cell_volume                     2687.09(9)
_computing_cell_refinement       'CrysAlisPro 1.171.38.27t (Agilent, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.27t (Agilent, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.27t (Agilent, 2015)'
_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      100.15
_diffrn_detector_area_resol_mean 5.2940
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.981
_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   -114.00 -13.00   1.00    1.50    --  -40.84 -57.00 120.00  101
  2  \w    -69.00  32.00   1.00    1.50    --  -40.84  57.00 -90.00  101
  3  \w    -65.00  33.00   1.00    1.50    --  -40.84  38.00  60.00   98
  4  \w      1.00  82.00   1.00    1.50    --   40.84 -99.00  30.00   81
  5  \w     30.00 135.00   1.00    3.00    --  106.76 -30.00 -90.00  105
  6  \w     78.00 178.00   1.00    3.00    --  106.76  30.00-180.00  100
  7  \w     24.00 109.00   1.00    3.00    --  106.76 -94.00 -60.00   85
  8  \w     94.00 178.00   1.00    3.00    --  106.76 125.00   0.00   84
  9  \w     78.00 178.00   1.00    3.00    --  106.76  30.00  90.00  100
 10  \w     34.00 133.00   1.00    3.00    --  106.76 -45.00  30.00   99
 11  \w     31.00 139.00   1.00    3.00    --  106.76 -77.00  30.00  108
 12  \w     34.00 122.00   1.00    3.00    --  106.76-125.00-120.00   88
 13  \w   -114.00 -13.00   1.00    1.50    --  -40.84 -57.00-150.00  101
 14  \w   -114.00 -13.00   1.00    1.50    --  -40.84 -57.00  30.00  101
 15  \w   -114.00 -13.00   1.00    1.50    --  -40.84 -57.00 -60.00  101
 16  \w     74.00 178.00   1.00    3.00    --  106.76  77.00-150.00  104
 17  \w     74.00 178.00   1.00    3.00    --  106.76  77.00   0.00  104
 18  \w     81.00 178.00   1.00    3.00    --  106.76  45.00 120.00   97
 19  \w     74.00 178.00   1.00    3.00    --  106.76  77.00-180.00  104
 20  \w     78.00 178.00   1.00    3.00    --  106.76  61.00 -30.00  100
 21  \w     54.00 178.00   1.00    3.00    --  106.76  15.00 -30.00  124
 22  \w   -117.00  -8.00   1.00    1.50    --  -40.84 -77.00 150.00  109
 23  \w   -117.00  -8.00   1.00    1.50    --  -40.84 -77.00   0.00  109
 24  \w    -31.00  69.00   1.00    1.50    --   40.84 -57.00  90.00  100
 25  \w     74.00 178.00   1.00    3.00    --  106.76  77.00  30.00  104
 26  \w     74.00 178.00   1.00    3.00    --  106.76  77.00 -90.00  104
 27  \w     74.00 178.00   1.00    3.00    --  106.76  77.00-120.00  104
 28  \w     74.00 178.00   1.00    3.00    --  106.76  77.00 150.00  104
 29  \w     74.00 178.00   1.00    3.00    --  106.76  77.00 120.00  104
 30  \w     74.00 178.00   1.00    3.00    --  106.76  77.00  60.00  104
 31  \w   -117.00 -16.00   1.00    1.50    --  -40.84 -77.00 -90.00  101
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0324
_diffrn_reflns_av_unetI/netI     0.0235
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            51033
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.683
_diffrn_reflns_theta_min         2.438
_exptl_absorpt_coefficient_mu    1.104
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.90936
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.27t (Agilent, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.234
_exptl_crystal_description       block
_exptl_crystal_F_000             1064
_exptl_crystal_size_max          0.115
_exptl_crystal_size_mid          0.055
_exptl_crystal_size_min          0.052
_refine_diff_density_max         0.866
_refine_diff_density_min         -0.373
_refine_diff_density_rms         0.045
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     673
_refine_ls_number_reflns         10647
_refine_ls_number_restraints     435
_refine_ls_restrained_S_all      1.014
_refine_ls_R_factor_all          0.0427
_refine_ls_R_factor_gt           0.0394
_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^)+(0.0495P)^2^+1.3867P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1012
_refine_ls_wR_factor_ref         0.1040
_reflns_Friedel_coverage         0.000
_reflns_number_gt                9813
_reflns_number_total             10647
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja6b05713_si_003.cif
_cod_data_source_block           hq-calixpyrrol-mixed-metals
_cod_original_cell_volume        2687.08(9)
_cod_database_code               4130673
_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
 O4-H4
 0.85 with sigma of 0.01
 C50-H4
 1.878814 with sigma of 0.02
 Li1-H4
 2.495811 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms restrained to be isotropic: with sigma of 0.1 and sigma
for terminal atoms of 0.2
4.a Rotating group:
 O5(H5A)
4.b Secondary CH2 refined with riding coordinates:
 C21(H21A,H21B), C22(H22A,H22B), C41(H41A,H41B), C42(H42A,H42B)
4.c Aromatic/amide H refined with riding coordinates:
 N1(H1), N2(H2), N3(H3), N4(H4A), N5(H5), N8(H8), C3(H3A), C4(H4B), C8(H8A),
 C9(H9), C13(H13), C14(H14), C18(H18), C19(H19), C25(H25), C26(H26), C27(H27),
 C30(H30), C31(H31), C32(H32), C36(H36), C37(H37), C38(H38)
4.d Idealised Me refined as rotating group:
 C43(H43A,H43B,H43C), C44(H44A,H44B,H44C), C45(H45A,H45B,H45C), C46(H46A,H46B,
 H46C), C47(H47A,H47B,H47C), C48(H48A,H48B,H48C), C49(H49A,H49B,H49C), C50(H50A,
 H50B,H50C), C52(H52A,H52B,H52C), C51(H51A,H51B,H51C), C53(H53A,H53B,H53C)
4.e Idealised tetrahedral OH refined as rotating group:
 O7(H7)
;
_shelx_res_checksum              13073
_shelx_hkl_checksum              51257
_shelx_shelxl_version_number     2014/7
_olex2_date_sample_data_collection 2016-02-20
_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
;