#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:27:35 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/11/7151117.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7151117
loop_
_publ_author_name
'Nikitin, Kirill'
'Müller-Bunz, Helge'
'Ortin, Yannick'
'McGlinchey, Michael J.'
_publ_section_title
;
 Joining the rings: the preparation of 2- and 3-indenyl-triptycenes,
 and curious related processes.
;
_journal_issue                   12
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              1952
_journal_page_last               1960
_journal_paper_doi               10.1039/b703437g
_journal_volume                  5
_journal_year                    2007
_chemical_absolute_configuration unk
_chemical_formula_sum            'C23 H16'
_chemical_formula_weight         292.36
_chemical_name_systematic
;
?
;
_space_group_IT_number           169
_symmetry_cell_setting           hexagonal
_symmetry_space_group_name_Hall  'P 61'
_symmetry_space_group_name_H-M   'P 61'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_formula_units_Z            6
_cell_length_a                   23.6218(16)
_cell_length_b                   23.6218(16)
_cell_length_c                   4.7492(7)
_cell_measurement_reflns_used    2684
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      18.78
_cell_measurement_theta_min      2.63
_cell_volume                     2295.0(4)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0406
_diffrn_reflns_av_sigmaI/netI    0.0297
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       4
_diffrn_reflns_limit_l_min       -4
_diffrn_reflns_number            6790
_diffrn_reflns_theta_full        18.85
_diffrn_reflns_theta_max         18.85
_diffrn_reflns_theta_min         1.00
_exptl_absorpt_coefficient_mu    0.072
_exptl_absorpt_correction_T_max  0.9979
_exptl_absorpt_correction_T_min  0.7956
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.269
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             924
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.839
_refine_diff_density_min         -0.197
_refine_diff_density_rms         0.117
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.376
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     224
_refine_ls_number_reflns         1200
_refine_ls_number_restraints     72
_refine_ls_restrained_S_all      1.338
_refine_ls_R_factor_all          0.0686
_refine_ls_R_factor_gt           0.0623
_refine_ls_shift/su_max          0.303
_refine_ls_shift/su_mean         0.007
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1276P)²+1.3048P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1986
_refine_ls_wR_factor_ref         0.2088
_reflns_number_gt                1122
_reflns_number_total             1200
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b703437g.txt
_cod_data_source_block           mjm155
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Hexagonal' changed to 'hexagonal'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      P6(1)
_cod_database_code               7151117
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z+1/3'
'-x+y, -x, z+2/3'
'-x, -y, z+1/2'
'y, -x+y, z+5/6'
'x-y, x, z+1/6'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.8069(4) 0.0826(4) 0.742(2) 0.044(3) Uani 1 1 d U . .
H1 H 0.8224 0.1238 0.8304 0.18(7) Uiso 1 1 calc R . .
C2 C 0.8339(4) 0.0448(4) 0.812(3) 0.055(3) Uani 1 1 d U . .
H2 H 0.8670 0.0594 0.9522 0.07(3) Uiso 1 1 calc R . .
C3 C 0.8123(4) -0.0155(5) 0.677(3) 0.067(3) Uani 1 1 d U . .
H3 H 0.8317 -0.0411 0.7239 0.08(3) Uiso 1 1 calc R . .
C4 C 0.7651(4) -0.0374(4) 0.483(3) 0.056(3) Uani 1 1 d U . .
H4 H 0.7518 -0.0784 0.3958 0.06(3) Uiso 1 1 calc R . .
C4A C 0.7329(4) -0.0003(4) 0.400(2) 0.043(2) Uani 1 1 d U . .
C4B C 0.7562(4) 0.0611(4) 0.5370(18) 0.032(2) Uani 1 1 d U . .
C5 C 0.6823(4) -0.0234(4) 0.204(2) 0.043(2) Uani 1 1 d U . .
H5 H 0.6681 -0.0644 0.1150 0.05(2) Uiso 1 1 calc R . .
C5A C 0.6522(4) 0.0124(4) 0.1348(17) 0.032(2) Uani 1 1 d U . .
C6 C 0.5998(4) -0.0052(4) -0.0531(17) 0.037(2) Uani 1 1 d U . .
H6 H 0.5829 -0.0447 -0.1567 0.02(2) Uiso 1 1 calc R . .
C7 C 0.5730(4) 0.0336(4) -0.0884(17) 0.038(2) Uani 1 1 d U . .
H7 H 0.5378 0.0202 -0.2170 0.013(18) Uiso 1 1 calc R . .
C8 C 0.5962(3) 0.0949(4) 0.0627(16) 0.031(2) Uani 1 1 d U . .
H8 H 0.5758 0.1205 0.0382 0.000(16) Uiso 1 1 calc R . .
C9 C 0.6482(3) 0.1146(4) 0.2411(15) 0.0228(19) Uani 1 1 d U . .
C10 C 0.6870(3) 0.1749(3) 0.4194(16) 0.0224(19) Uani 1 1 d U . .
H10 H 0.6582 0.1804 0.5578 0.03(2) Uiso 1 1 calc R . .
C10A C 0.7270(3) 0.2362(3) 0.2543(17) 0.0202(18) Uani 1 1 d U . .
C11 C 0.7050(4) 0.2665(4) 0.0648(14) 0.0209(19) Uani 1 1 d U . .
H11 H 0.6595 0.2487 0.0321 0.007(18) Uiso 1 1 calc R . .
C12 C 0.7498(4) 0.3223(4) -0.0733(15) 0.026(2) Uani 1 1 d U . .
H12 H 0.7355 0.3428 -0.2047 0.006(17) Uiso 1 1 calc R . .
C9A C 0.6757(4) 0.0725(4) 0.2780(16) 0.0250(19) Uani 1 1 d U . .
C13 C 0.8157(4) 0.3484(4) -0.0206(17) 0.026(2) Uani 1 1 d U . .
H13 H 0.8461 0.3876 -0.1137 0.019(19) Uiso 1 1 calc R . .
C14 C 0.8383(4) 0.3195(3) 0.1620(15) 0.022(2) Uani 1 1 d U . .
H14 H 0.8839 0.3381 0.1942 0.05(3) Uiso 1 1 calc R . .
C14A C 0.7936(4) 0.2627(3) 0.2994(15) 0.0193(19) Uani 1 1 d U . .
C15 C 0.8065(3) 0.2220(3) 0.5032(17) 0.0216(19) Uani 1 1 d U . .
H15A H 0.8279 0.2474 0.6754 0.000(15) Uiso 1 1 calc R . .
H15B H 0.8350 0.2072 0.4171 0.06(3) Uiso 1 1 calc R . .
C16 C 0.7391(3) 0.1634(3) 0.5733(16) 0.0195(18) Uani 1 1 d U . .
H16 H 0.7317 0.1610 0.7813 0.012(17) Uiso 1 1 calc R . .
C16A C 0.7262(3) 0.0977(3) 0.4653(18) 0.0242(19) Uani 1 1 d U . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C4B 121.1(9) . . ?
C2 C1 H1 119.5 . . ?
C4B C1 H1 119.5 . . ?
C1 C2 C3 119.7(10) . . ?
C1 C2 H2 120.1 . . ?
C3 C2 H2 120.1 . . ?
C4 C3 C2 121.1(9) . . ?
C4 C3 H3 119.4 . . ?
C2 C3 H3 119.4 . . ?
C3 C4 C4A 122.2(9) . . ?
C3 C4 H4 118.9 . . ?
C4A C4 H4 118.9 . . ?
C5 C4A C4B 121.4(7) . . ?
C5 C4A C4 122.9(8) . . ?
C4B C4A C4 115.7(8) . . ?
C16A C4B C1 122.5(8) . . ?
C16A C4B C4A 117.4(8) . . ?
C1 C4B C4A 120.1(7) . . ?
C5A C5 C4A 121.3(7) . . ?
C5A C5 H5 119.4 . . ?
C4A C5 H5 119.4 . . ?
C5 C5A C6 127.7(8) . . ?
C5 C5A C9A 115.8(7) . . ?
C6 C5A C9A 116.4(8) . . ?
C7 C6 C5A 121.1(8) . . ?
C7 C6 H6 119.5 . . ?
C5A C6 H6 119.5 . . ?
C6 C7 C8 122.6(8) . . ?
C6 C7 H7 118.7 . . ?
C8 C7 H7 118.7 . . ?
C9 C8 C7 118.1(7) . . ?
C9 C8 H8 121.0 . . ?
C7 C8 H8 121.0 . . ?
C8 C9 C9A 118.5(7) . . ?
C8 C9 C10 133.3(7) . . ?
C9A C9 C10 108.2(6) . . ?
C10A C10 C9 114.3(7) . . ?
C10A C10 C16 103.9(5) . . ?
C9 C10 C16 104.8(5) . . ?
C10A C10 H10 111.1 . . ?
C9 C10 H10 111.1 . . ?
C16 C10 H10 111.1 . . ?
C14A C10A C11 119.7(7) . . ?
C14A C10A C10 112.4(6) . . ?
C11 C10A C10 127.9(6) . . ?
C12 C11 C10A 119.3(7) . . ?
C12 C11 H11 120.3 . . ?
C10A C11 H11 120.3 . . ?
C11 C12 C13 119.9(7) . . ?
C11 C12 H12 120.1 . . ?
C13 C12 H12 120.1 . . ?
C16A C9A C5A 124.7(7) . . ?
C16A C9A C9 112.1(7) . . ?
C5A C9A C9 123.2(7) . . ?
C14 C13 C12 121.8(7) . . ?
C14 C13 H13 119.1 . . ?
C12 C13 H13 119.1 . . ?
C13 C14 C14A 118.9(7) . . ?
C13 C14 H14 120.6 . . ?
C14A C14 H14 120.6 . . ?
C14 C14A C10A 120.4(7) . . ?
C14 C14A C15 128.6(6) . . ?
C10A C14A C15 110.9(6) . . ?
C14A C15 C16 105.6(6) . . ?
C14A C15 H15A 110.6 . . ?
C16 C15 H15A 110.6 . . ?
C14A C15 H15B 110.6 . . ?
C16 C15 H15B 110.6 . . ?
H15A C15 H15B 108.8 . . ?
C16A C16 C15 116.0(6) . . ?
C16A C16 C10 104.3(6) . . ?
C15 C16 C10 107.0(6) . . ?
C16A C16 H16 109.8 . . ?
C15 C16 H16 109.8 . . ?
C10 C16 H16 109.8 . . ?
C9A C16A C4B 119.3(7) . . ?
C9A C16A C16 110.6(7) . . ?
C4B C16A C16 130.0(7) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.373(12) . ?
C1 C4B 1.425(12) . ?
C1 H1 0.9500 . ?
C2 C3 1.408(13) . ?
C2 H2 0.9500 . ?
C3 C4 1.335(14) . ?
C3 H3 0.9500 . ?
C4 C4A 1.471(12) . ?
C4 H4 0.9500 . ?
C4A C5 1.397(13) . ?
C4A C4B 1.425(12) . ?
C4B C16A 1.406(10) . ?
C5 C5A 1.388(11) . ?
C5 H5 0.9500 . ?
C5A C6 1.410(11) . ?
C5A C9A 1.414(10) . ?
C6 C7 1.358(11) . ?
C6 H6 0.9500 . ?
C7 C8 1.455(11) . ?
C7 H7 0.9500 . ?
C8 C9 1.369(10) . ?
C8 H8 0.9500 . ?
C9 C9A 1.443(10) . ?
C9 C10 1.510(11) . ?
C10 C10A 1.496(10) . ?
C10 C16 1.569(10) . ?
C10 H10 1.0000 . ?
C10A C14A 1.389(10) . ?
C10A C11 1.402(10) . ?
C11 C12 1.376(10) . ?
C11 H11 0.9500 . ?
C12 C13 1.380(10) . ?
C12 H12 0.9500 . ?
C9A C16A 1.364(11) . ?
C13 C14 1.367(10) . ?
C13 H13 0.9500 . ?
C14 C14A 1.387(9) . ?
C14 H14 0.9500 . ?
C14A C15 1.498(10) . ?
C15 C16 1.535(9) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C16A 1.513(10) . ?
C16 H16 1.0000 . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C4B C1 C2 C3 1.5(15) . . . . ?
C1 C2 C3 C4 -1.2(16) . . . . ?
C2 C3 C4 C4A 0.0(16) . . . . ?
C3 C4 C4A C5 -178.3(9) . . . . ?
C3 C4 C4A C4B 1.0(13) . . . . ?
C2 C1 C4B C16A 178.2(8) . . . . ?
C2 C1 C4B C4A -0.5(13) . . . . ?
C5 C4A C4B C16A -0.1(11) . . . . ?
C4 C4A C4B C16A -179.4(8) . . . . ?
C5 C4A C4B C1 178.6(8) . . . . ?
C4 C4A C4B C1 -0.7(12) . . . . ?
C4B C4A C5 C5A -0.5(13) . . . . ?
C4 C4A C5 C5A 178.7(8) . . . . ?
C4A C5 C5A C6 -178.3(8) . . . . ?
C4A C5 C5A C9A -0.6(12) . . . . ?
C5 C5A C6 C7 176.5(8) . . . . ?
C9A C5A C6 C7 -1.2(11) . . . . ?
C5A C6 C7 C8 0.0(12) . . . . ?
C6 C7 C8 C9 1.8(11) . . . . ?
C7 C8 C9 C9A -2.3(10) . . . . ?
C7 C8 C9 C10 176.9(7) . . . . ?
C8 C9 C10 C10A -67.7(10) . . . . ?
C9A C9 C10 C10A 111.5(6) . . . . ?
C8 C9 C10 C16 179.2(7) . . . . ?
C9A C9 C10 C16 -1.6(7) . . . . ?
C9 C10 C10A C14A -116.1(7) . . . . ?
C16 C10 C10A C14A -2.5(8) . . . . ?
C9 C10 C10A C11 62.2(9) . . . . ?
C16 C10 C10A C11 175.8(7) . . . . ?
C14A C10A C11 C12 -0.2(10) . . . . ?
C10 C10A C11 C12 -178.4(7) . . . . ?
C10A C11 C12 C13 -1.1(10) . . . . ?
C5 C5A C9A C16A 2.6(11) . . . . ?
C6 C5A C9A C16A -179.4(7) . . . . ?
C5 C5A C9A C9 -177.3(7) . . . . ?
C6 C5A C9A C9 0.6(10) . . . . ?
C8 C9 C9A C16A -178.8(7) . . . . ?
C10 C9 C9A C16A 1.8(8) . . . . ?
C8 C9 C9A C5A 1.2(10) . . . . ?
C10 C9 C9A C5A -178.2(7) . . . . ?
C11 C12 C13 C14 1.6(11) . . . . ?
C12 C13 C14 C14A -0.6(10) . . . . ?
C13 C14 C14A C10A -0.7(10) . . . . ?
C13 C14 C14A C15 179.0(7) . . . . ?
C11 C10A C14A C14 1.1(11) . . . . ?
C10 C10A C14A C14 179.6(6) . . . . ?
C11 C10A C14A C15 -178.6(6) . . . . ?
C10 C10A C14A C15 -0.2(9) . . . . ?
C14 C14A C15 C16 -176.9(7) . . . . ?
C10A C14A C15 C16 2.8(8) . . . . ?
C14A C15 C16 C16A 111.7(7) . . . . ?
C14A C15 C16 C10 -4.2(7) . . . . ?
C10A C10 C16 C16A -119.4(6) . . . . ?
C9 C10 C16 C16A 0.9(7) . . . . ?
C10A C10 C16 C15 4.0(7) . . . . ?
C9 C10 C16 C15 124.3(6) . . . . ?
C5A C9A C16A C4B -3.4(11) . . . . ?
C9 C9A C16A C4B 176.6(7) . . . . ?
C5A C9A C16A C16 178.8(7) . . . . ?
C9 C9A C16A C16 -1.3(8) . . . . ?
C1 C4B C16A C9A -176.7(7) . . . . ?
C4A C4B C16A C9A 2.0(10) . . . . ?
C1 C4B C16A C16 0.7(12) . . . . ?
C4A C4B C16A C16 179.4(7) . . . . ?
C15 C16 C16A C9A -117.1(7) . . . . ?
C10 C16 C16A C9A 0.2(8) . . . . ?
C15 C16 C16A C4B 65.3(10) . . . . ?
C10 C16 C16A C4B -177.4(7) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 17627778
