Homochiral [2]Catenane and Bis[2]catenane from Alleno-Acetylenic Helicates - A Highly Selective Narcissistic Self-Sorting Process.
Gidron, Ori; Jirásek, Michael; Trapp, Nils; Ebert, Marc-Olivier; Zhang, Xiangyang; Diederich, François; Journal of the American Chemical Society 137 (2015) 12502–12505; doi:10.1021/jacs.5b08649

data_4124738
_publ_section_title
;
 Homochiral [2]Catenane and Bis[2]catenane from Alleno-Acetylenic
 Helicates - A Highly Selective Narcissistic Self-Sorting Process.
;
_journal_issue                   39
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              12502
_journal_page_last               12505
_journal_paper_doi               10.1021/jacs.5b08649
_journal_volume                  137
_journal_year                    2015
_chemical_formula_moiety         'C78 H64 Ag2 N8, 2(F6 P)'
_chemical_formula_sum            'C78 H64 Ag2 F12 N8 P2'
_chemical_formula_weight         1619.05
_chemical_name_common            ('delta'4)-(P4)-5
_space_group_crystal_system      orthorhombic
_space_group_IT_number           70
_space_group_name_Hall           '-F 2uv 2vw'
_space_group_name_H-M_alt        'F d d d'
_symmetry_space_group_name_Hall  '-F 2uv 2vw'
_symmetry_space_group_name_H-M   'F d d d :2'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2015-05-21
_audit_creation_method
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_audit_update_record
;
2015-08-10 # Formatted by publCIF

;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            16
_cell_length_a                   16.7904(4)
_cell_length_b                   28.5177(7)
_cell_length_c                   74.7861(17)
_cell_measurement_reflns_used    5718
_cell_measurement_temperature    100.0(2)
_cell_measurement_theta_max      50.81
_cell_measurement_theta_min      6.11
_cell_volume                     35809.3(15)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_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    'XS (Sheldrick, 2008)'
_diffrn_ambient_temperature      100.0(2)
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 8.33
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.674
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device       'kappa-stage diffractometer'
_diffrn_measurement_device_type  'Bruker Apex2 Duo (Cu)'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_radiation_monochromator  'double mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0863
_diffrn_reflns_av_unetI/netI     0.0459
_diffrn_reflns_laue_measured_fraction_full 0.674
_diffrn_reflns_laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       60
_diffrn_reflns_limit_l_min       -78
_diffrn_reflns_number            48928
_diffrn_reflns_point_group_measured_fraction_full 0.674
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         54.246
_diffrn_reflns_theta_min         6.113
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    4.404
_exptl_absorpt_correction_T_max  0.7507
_exptl_absorpt_correction_T_min  0.6255
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0619 before and 0.0497 after correction.
The Ratio of minimum to maximum transmission is 0.8332.
The \l/2 correction factor is 0.00150.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.201
_exptl_crystal_description       block
_exptl_crystal_F_000             13120
_exptl_crystal_size_max          0.07
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.02
_refine_diff_density_max         1.652
_refine_diff_density_min         -0.620
_refine_diff_density_rms         0.164
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.378
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     593
_refine_ls_number_reflns         5468
_refine_ls_number_restraints     1101
_refine_ls_restrained_S_all      1.300
_refine_ls_R_factor_all          0.1385
_refine_ls_R_factor_gt           0.1032
_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^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3156
_refine_ls_wR_factor_ref         0.3451
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3740
_reflns_number_total             5468
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja5b08649_si_002.cif
_cod_data_source_block           cu_d220315_4_1_0m
_cod_original_cell_volume        35809.4(15)
_cod_database_code               4124738
_shelxl_version_number           2014/6
_shelx_estimated_absorpt_t_max   0.917
_shelx_estimated_absorpt_t_min   0.748
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 F1-F2 \\sim F1-F3 \\sim F1-F5 \\sim F1-F6 \\sim F4-F6 \\sim F4-F2 \\sim F4-F3
\\sim F4-F5 \\sim F2-F5 \\sim F3-F6
 \\sim F3-F5 \\sim F2-F6
 with sigma of 0.02
 P1-F3 \\sim P1-F2 \\sim P1-F1 \\sim P1-F4 \\sim P1-F5 \\sim P1-F6
 with sigma of 0.02
 F11-F12 \\sim F11-F13 \\sim F11-F14 \\sim F11-F15 \\sim F16-F12 \\sim F16-F13
\\sim F16-F14 \\sim F16-F15
 \\sim F12-F15 \\sim F13-F14 \\sim F11A-F12A \\sim F11A-F13A \\sim F11A-F14A
\\sim F11A-F15A \\sim F16A-
 F12A \\sim F16A-F13A \\sim F16A-F14A \\sim F16A-F15A \\sim F12A-F15A \\sim
F13A-F14A
 with sigma of 0.02
 P2-F13 \\sim P2-F12 \\sim P2-F11 \\sim P2-F14 \\sim P2-F15 \\sim P2-F16 \\sim
P2A-F13A \\sim P2A-F12A ~
 P2A-F11A \\sim P2A-F14A \\sim P2A-F15A \\sim P2A-F16A
 with sigma of 0.02
3. Rigid bond restraints
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Fixed Sof: P1(0.5) F2(0.5) F3(0.5) F1(0.5) F5(0.5) P2(0.25) F14(0.25)
 F11(0.25) F13(0.25) F12(0.25) F16(0.25) F15(0.25) F14A(0.25) F11A(0.25)
 F13A(0.25) F12A(0.25) F16A(0.25) F15A(0.25) F6(0.5) F4(0.5) P2A(0.25)
6.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C4(H4), C5(H5), C7(H7), C8(H8), C11(H11), C13(H13), C25(H25),
 C27(H27), C28(H28), C29(H29), C31(H31), C32(H32), C36(H36)
6.b Idealised Me refined as rotating group:
 C3AA(H3AA,H3AB,H3AC), C2(H2A,H2B,H2C), C3(H3A,H3B,H3C), C20(H20A,H20B,H20C),
 C21(H21A,H21B,H21C), C38(H38A,H38B,H38C)
;
_shelx_res_checksum              85167
_shelx_hkl_checksum              66889
_olex2_date_sample_data_collection 2015-05-18
_olex2_date_sample_submission    2015-05-14
_olex2_submission_original_sample_id d220315_4_1
_olex2_submission_special_instructions 'No special instructions were received'