Cyclo[4]carbazole, an Iodide Anion Macrocyclic Receptor.
Zhu, Huangtianzhi; Shi, Bingbing; Chen, Kexian; Wei, Peifa; Xia, Danyu; Mondal, Julfikar Hassan; Huang, Feihe; Organic letters 18 (2016) 5054–5057; doi:10.1021/acs.orglett.6b02500

data_1555795
_publ_section_title
;
 Cyclo[4]carbazole, an Iodide Anion Macrocyclic Receptor.
;
_journal_issue                   19
_journal_name_full               'Organic letters'
_journal_page_first              5054
_journal_page_last               5057
_journal_paper_doi               10.1021/acs.orglett.6b02500
_journal_volume                  18
_journal_year                    2016
_chemical_formula_moiety         'C64 H60 N4, 2(C H Cl3)'
_chemical_formula_sum            'C66 H62 Cl6 N4'
_chemical_formula_weight         1123.90
_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   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2016-04-26
_audit_creation_method
;
Olex2 1.2
(compiled 2014.03.20 svn.r2914 for OlexSys, GUI svn.r4816)
;
_cell_angle_alpha                90.00
_cell_angle_beta                 101.874(11)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   16.487(2)
_cell_length_b                   19.2778(17)
_cell_length_c                   18.1092(18)
_cell_measurement_reflns_used    3023
_cell_measurement_temperature    171(4)
_cell_measurement_theta_max      25.6880
_cell_measurement_theta_min      3.3890
_cell_volume                     5632.5(10)
_computing_cell_refinement       'CrysAlisPro 1.171.39.3a (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.3a (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.3a (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      171(4)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3592
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0206958000
_diffrn_orient_matrix_UB_12      0.0300040000
_diffrn_orient_matrix_UB_13      0.0170341000
_diffrn_orient_matrix_UB_21      -0.0304320000
_diffrn_orient_matrix_UB_22      0.0038979000
_diffrn_orient_matrix_UB_23      0.0222690000
_diffrn_orient_matrix_UB_31      0.0240009000
_diffrn_orient_matrix_UB_32      -0.0209387000
_diffrn_orient_matrix_UB_33      0.0285857000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_unetI/netI     0.1119
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            16205
_diffrn_reflns_theta_full        26.37
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         2.82
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.351
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.57781
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.3a (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            green
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.325
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2352
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.3
_refine_diff_density_max         1.258
_refine_diff_density_min         -0.655
_refine_diff_density_rms         0.095
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.961
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     690
_refine_ls_number_reflns         16193
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.961
_refine_ls_R_factor_all          0.1701
_refine_ls_R_factor_gt           0.1013
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1961P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2657
_refine_ls_wR_factor_ref         0.3038
_reflns_number_gt                8228
_reflns_number_total             16193
_reflns_threshold_expression     >2sigma(I)
_twin_special_details
;
Component 2 rotated by -179.6939\% 
 around [0.98 -0.00 -0.22] (reciprocal) or [1.00 -0.00 -0.00] (direct)
;
_cod_data_source_file            ol6b02500_si_003.cif
_cod_data_source_block           t2_s3_075_twin1_hklf4
_cod_original_cell_volume        5632.7(10)
_cod_database_code               1555795
_chemical_oxdiff_formula         'c10 h10 o10 n2 p1 f6'
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C65(H65), C66(H66)
2.b Secondary CH2 refined with riding coordinates:
 C13(H13A,H13B), C14(H14A,H14B), C15(H15A,H15B), C29(H29A,H29B), C30(H30A,
 H30B), C31(H31A,H31B), C45(H45A,H45B), C46(H46A,H46B), C47(H47A,H47B),
 C61(H61A,H61B), C62(H62A,H62B), C63(H63A,H63B)
2.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C4(H4), C9(H9), C11(H11), C12(H12), C17(H17), C18(H18),
 C20(H20), C25(H25), C27(H27), C28(H28), C33(H33), C34(H34), C36(H36), C41(H41),
  C43(H43), C44(H44), C49(H49), C50(H50), C52(H52), C57(H57), C59(H59), C60(H60)
2.d Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C), C32(H32A,H32B,H32C), C48(H48A,H48B,H48C), C64(H64A,H64B,
 H64C)
;
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.324
_oxdiff_exptl_absorpt_empirical_full_min 0.705
_oxdiff_twin_integration_method  simultaneous
_oxdiff_twin_items               2