Capture and displacement-based release of the bicarbonate anion by calix[4]pyrroles with small rigid straps
Heo, Nam Jung; Sessler, Jonathan L.; Ko, Byoung Joon; Kim, Sung Kuk; Yang, Ju Ho; Lynch, Vincent; Chemical Science  (2020) –; doi:10.1039/D0SC03445B

data_1558664
_publ_section_title
;
 Capture and displacement-based release of the bicarbonate anion by
 calix[4]pyrroles with small rigid straps
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/D0SC03445B
_journal_year                    2020
_chemical_formula_moiety         'C45 H45 N5 O2'
_chemical_formula_sum            'C45 H45 N5 O2'
_chemical_formula_weight         687.86
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2020-01-21
_audit_creation_method
;
Olex2 1.3
(compiled 2019.09.11 svn.r3662 for OlexSys, GUI svn.r5938)
;
_audit_update_record
;
2020-06-18 deposited with the CCDC.	2020-07-24 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 103.6360(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.9243(2)
_cell_length_b                   16.0575(2)
_cell_length_c                   18.3402(3)
_cell_measurement_reflns_used    13683
_cell_measurement_temperature    100.0(7)
_cell_measurement_theta_max      73.8460
_cell_measurement_theta_min      2.7190
_cell_volume                     3698.89(10)
_computing_cell_refinement       'CrysAlisPro 1.171.40.39a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.39a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.39a (Rigaku OD, 2019)'
_computing_molecular_graphics    'SHELXTL/XP, Bruker AXS, Inc. 2012'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT n/a (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(7)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2940
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.983
_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    -66.00  33.00   1.00    3.00    --  -41.59  38.00 150.00   99
  2  \w     39.00 136.00   1.00   10.00    --  108.34 -30.00 150.00   97
  3  \w    -74.00  24.00   1.00    3.00    --  -41.59  77.00   0.00   98
  4  \w     83.00 178.00   1.00   10.00    --  108.34  45.00-180.00   95
  5  \w    -70.00  31.00   1.00    3.00    --  -41.59  57.00-120.00  101
  6  \w     27.00  94.00   1.00   10.00    --  108.34 -94.00-150.00   67
  7  \w     43.00 136.00   1.00   10.00    --  108.34 -30.00   0.00   93
  8  \w     94.00 157.00   1.00   10.00    --  108.34 125.00  90.00   63
  9  \w     35.00 114.00   1.00   10.00    --  108.34-125.00 -30.00   79
 10  \w     66.00 117.00   1.00   10.00    --  108.34-125.00-150.00   51
 11  \w    102.00 178.00   1.00   10.00    --  108.34 125.00 120.00   76
 12  \w     32.00 134.00   1.00   10.00    --  108.34 -77.00  30.00  102
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1068538000
_diffrn_orient_matrix_UB_12      0.0418689000
_diffrn_orient_matrix_UB_13      0.0365397000
_diffrn_orient_matrix_UB_21      0.0355558000
_diffrn_orient_matrix_UB_22      -0.0795128000
_diffrn_orient_matrix_UB_23      0.0463904000
_diffrn_orient_matrix_UB_31      0.0482554000
_diffrn_orient_matrix_UB_32      -0.0336800000
_diffrn_orient_matrix_UB_33      -0.0632303000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0398
_diffrn_reflns_av_unetI/netI     0.0343
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            21929
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.057
_diffrn_reflns_theta_min         3.705
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.600
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.332
_exptl_absorpt_correction_type   'gaussian and multi-scan'
_exptl_absorpt_process_details
;

CrysAlisPro 1.171.40.39a (Rigaku Oxford Diffraction, 2019)
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            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.235
_exptl_crystal_description       prism
_exptl_crystal_F_000             1464
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.466
_refine_diff_density_min         -0.251
_refine_diff_density_rms         0.055
_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     475
_refine_ls_number_reflns         7377
_refine_ls_number_restraints     312
_refine_ls_restrained_S_all      1.013
_refine_ls_R_factor_all          0.0515
_refine_ls_R_factor_gt           0.0488
_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^)+(0.0785P)^2^+1.4379P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1294
_refine_ls_wR_factor_ref         0.1328
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6860
_reflns_number_total             7377
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0sc03445b2.cif
_cod_data_source_block           njh-1vl
_cod_database_code               1558664
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C H N O'
_reflns_odcompleteness_completeness 99.91
_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 C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. 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
3.a Secondary CH2 refined with riding coordinates:
 C33(H33A,H33B), C39(H39A,H39B)
3.b Aromatic/amide H refined with riding coordinates:
 N1(H1), N2(H2), N3(H3), N4(H4), C2(H2A), C3(H3A), C7(H7), C8(H8), C12(H12),
 C13(H13), C17(H17), C18(H18), C28(H28), C29(H29), C31(H31), C32(H32), C35(H35),
  C36(H36), C37(H37), C41(H41), C42(H42), C44(H44), C45(H45)
3.c Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C22(H22A,H22B,H22C), C23(H23A,H23B,H23C), C24(H24A,H24B,
 H24C), C25(H25A,H25B,H25C), C26(H26A,H26B,H26C)
;
_shelx_res_checksum              45753
_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.714
_oxdiff_exptl_absorpt_empirical_full_min 0.619