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_4130672
_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         'C49 H52 N8 O3, 2.25(C2 H3 N)'
_chemical_formula_sum            'C53.5 H58.75 N10.25 O3'
_chemical_formula_weight         893.35
_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   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2016-06-13
_audit_creation_method
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_cell_angle_alpha                113.997(3)
_cell_angle_beta                 97.902(4)
_cell_angle_gamma                97.286(4)
_cell_formula_units_Z            4
_cell_length_a                   13.9316(19)
_cell_length_b                   18.999(3)
_cell_length_c                   20.790(3)
_cell_measurement_reflns_used    6186
_cell_measurement_temperature    153.1500
_cell_measurement_theta_max      27.5705
_cell_measurement_theta_min      1.9106
_cell_volume                     4876.9(12)
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2008)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution
;
????
;
_diffrn_ambient_temperature      153.1500
_diffrn_detector_area_resol_mean 13.6612
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measurement_details
;
scan:
	Number of images: 180
	           Slice: -120.0000 - 60.0000
	     Image width: 1.0000
	        Exp time: 12.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	             Chi: 54.0000
	             Phi: 240.0000
	             XTD: 50.2263
	          2theta: -30.0051
scan:
	Number of images: 180
	           Slice: -120.0000 - 60.0000
	     Image width: 1.0000
	        Exp time: 12.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	             Chi: 54.0000
	             Phi: 0.0000
	             XTD: 50.2263
	          2theta: -30.0051
scan:
	Number of images: 61
	           Slice: -120.0000 - -59.0000
	     Image width: 1.0000
	        Exp time: 12.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	             Chi: 54.0000
	             Phi: 120.0000
	             XTD: 50.2263
	          2theta: -30.0051
;
_diffrn_measurement_device
;
Mercury2 (2x2 bin mode)
;
_diffrn_measurement_device_details
;
SCXMini: Fixed Chi 2 circle
;
_diffrn_measurement_device_type  'Rigaku SCX-Mini with Mercury CCD'
_diffrn_measurement_method       dtprofit.ref
_diffrn_orient_matrix_type       d*Trek
_diffrn_orient_matrix_UB_11      0.0612
_diffrn_orient_matrix_UB_12      -0.0796
_diffrn_orient_matrix_UB_13      -0.0396
_diffrn_orient_matrix_UB_21      -0.0562
_diffrn_orient_matrix_UB_22      -0.0612
_diffrn_orient_matrix_UB_23      -0.0166
_diffrn_orient_matrix_UB_31      -0.0026
_diffrn_orient_matrix_UB_32      0.0082
_diffrn_orient_matrix_UB_33      -0.0498
_diffrn_radiation_detector       CCD
_diffrn_radiation_monochromator  'Graphite Monochromator'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1536
_diffrn_reflns_av_unetI/netI     0.3139
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            57056
_diffrn_reflns_point_group_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         27.484
_diffrn_reflns_theta_min         2.985
_diffrn_source                   'Sealed Tube'
_diffrn_source_current           40.0000
_diffrn_source_power             2.0000
_diffrn_source_voltage           50.0000
_exptl_absorpt_coefficient_mu    0.078
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.6888
_exptl_absorpt_correction_type   DTABSCOR
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.217
_exptl_crystal_description       Prism
_exptl_crystal_F_000             1902
_exptl_crystal_size_max          0.65
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.682
_refine_diff_density_min         -0.692
_refine_diff_density_rms         0.062
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.884
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1208
_refine_ls_number_reflns         21702
_refine_ls_number_restraints     771
_refine_ls_restrained_S_all      0.896
_refine_ls_R_factor_all          0.2202
_refine_ls_R_factor_gt           0.0701
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0351P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1260
_refine_ls_wR_factor_ref         0.1561
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7599
_reflns_number_total             21702
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja6b05713_si_010.cif
_cod_data_source_block           shelx
_cod_original_cell_volume        4877.0(12)
_cod_original_formula_sum        'C53.50 H58.75 N10.25 O3'
_cod_database_code               4130672
_shelx_estimated_absorpt_t_max   0.992
_shelx_estimated_absorpt_t_min   0.951
_diffrn_number_total             10304
_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
2. Restrained distances
 N1T-C2T = N1S-C2S = N1R-C2R = N1V-C2V = N1U-C2U
 1.15 with sigma of 0.01
 C2T-C3T = C2S-C3S = C2R-C3R = C2V-C3V = C2U-C3U
 1.43 with sigma of 0.01
 N1T-C3T = N1S-C3S = N1R-C3R = N1V-C3V = N1U-C3U
 2.58 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms restrained to be isotropic: with sigma of 0.01 and sigma
for terminal atoms of 0.02
4. Others
 Sof(N1R)=Sof(C2R)=Sof(C3R)=Sof(H3R1)=Sof(H3R2)=Sof(H3R3)=1-FVAR(1)
 Sof(N1S)=Sof(C2S)=Sof(C3S)=Sof(H3S1)=Sof(H3S2)=Sof(H3S3)=FVAR(1)
 Uiso(N1S)=Uiso(C2S)=Uiso(C3S)=Uiso(N1R)=Uiso(C2R)=Uiso(C3R)=FVAR(2)
 Sof(N1V)=Sof(C2V)=Sof(C3V)=Sof(H3V1)=Sof(H3V2)=Sof(H3V3)=1-FVAR(3)
 Sof(N1U)=Sof(C2U)=Sof(C3U)=Sof(H3U1)=Sof(H3U2)=Sof(H3U3)=FVAR(3)
 Uiso(N1U)=Uiso(C2U)=Uiso(C3U)=Uiso(N1V)=Uiso(C2V)=Uiso(C3V)=FVAR(4)
 Fixed Sof: N1T(0.5) C2T(0.5) C3T(0.5) H3T1(0.5) H3T2(0.5) H3T3(0.5)
5.a Secondary CH2 refined with riding coordinates:
 C42(H42A,H42B), C41(H41A,H41B), C22(H22A,H22B), C71(H71A,H71B), C21(H21A,
 H21B), C70(H70A,H70B), C90(H90A,H90B), C91(H91A,H91B)
5.b Aromatic/amide H refined with riding coordinates:
 N13(H13), N4(H4), N2(H2), N12(H12), N1(H1), N3(H3), N9(H9), N5(H5), N8(H8),
 N16(H16), N11(H11), N10(H10), C75(H75), C68(H68), C81(H81), C4(H4A), C67(H67),
 C8(H8A), C76(H76), C14(H14), C37(H37), C80(H80), C85(H85), C38(H38), C74(H74),
 C79(H79), C31(H31), C3(H3A), C30(H30), C9(H9A), C36(H36), C32(H32), C86(H86),
 C19(H19), C25(H25), C13(H13A), C18(H18), C87(H87), C26(H26), C27(H27),
 C63(H63), C62(H62A), C58(H58), C52(H52), C57(H57), C53(H53)
5.c Idealised Me refined as rotating group:
 C47(H47A,H47B,H47C), C49(H49A,H49B,H49C), C44(H44A,H44B,H44C), C46(H46A,H46B,
 H46C), C45(H45A,H45B,H45C), C48(H48A,H48B,H48C), C95(H95A,H95B,H95C), C98(H98A,
 H98B,H98C), C99(H99A,H99B,H99C), C93(H93A,H93B,H93C), C94(H94A,H94B,H94C),
 C97(H97A,H97B,H97C), C96(H96A,H96B,H96C), C92(H92A,H92B,H92C), C103(H10D,H10E,
 H10F), C101(H10A,H10B,H10C), C3T(H3T1,H3T2,H3T3), C3S(H3S1,H3S2,H3S3),
 C3R(H3R1,H3R2,H3R3), C3U(H3U1,H3U2,H3U3), C3V(H3V1,H3V2,H3V3)
;
_shelx_res_checksum              72893
_shelx_hkl_checksum              48762
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'