#------------------------------------------------------------------------------
#$Date: 2016-03-26 15:24:51 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180297 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/11/7151116.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_7151116
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_formula_sum            'C29 H20'
_chemical_formula_weight         368.45
_chemical_name_systematic
;
?
;
_space_group_IT_number           62
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2n'
_symmetry_space_group_name_H-M   'P n m a'
_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                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.876(2)
_cell_length_b                   10.0507(14)
_cell_length_c                   12.6706(18)
_cell_measurement_reflns_used    4077
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      26.28
_cell_measurement_theta_min      2.59
_cell_volume                     1894.4(5)
_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 1.000
_diffrn_measured_fraction_theta_max 1.000
_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  0.0390
_diffrn_reflns_av_sigmaI/netI    0.0214
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            12772
_diffrn_reflns_theta_full        24.00
_diffrn_reflns_theta_max         24.00
_diffrn_reflns_theta_min         2.11
_exptl_absorpt_coefficient_mu    0.073
_exptl_absorpt_correction_T_max  0.9935
_exptl_absorpt_correction_T_min  0.6722
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.292
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             776
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.287
_refine_diff_density_min         -0.174
_refine_diff_density_rms         0.044
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.230
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     145
_refine_ls_number_reflns         1586
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.230
_refine_ls_R_factor_all          0.0587
_refine_ls_R_factor_gt           0.0530
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0301P)²+1.7783P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1137
_refine_ls_wR_factor_ref         0.1164
_reflns_number_gt                1432
_reflns_number_total             1586
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b703437g.txt
_cod_data_source_block           mjm143
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic'
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_cell_volume        1894.5(5)
_cod_original_sg_symbol_H-M      Pnma
_cod_database_code               7151116
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, y-1/2, z-1/2'
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 0.49149(14) 0.0385(2) 0.35655(17) 0.0264(5) Uani 1 1 d . . .
H1 H 0.4638 0.0398 0.4241 0.032 Uiso 1 1 calc R . .
C2 C 0.55628(15) -0.0562(3) 0.33410(18) 0.0322(6) Uani 1 1 d . . .
H2 H 0.5722 -0.1203 0.3860 0.039 Uiso 1 1 calc R . .
C3 C 0.59784(16) -0.0581(3) 0.23663(19) 0.0359(6) Uani 1 1 d . . .
H3 H 0.6422 -0.1233 0.2215 0.043 Uiso 1 1 calc R . .
C4 C 0.57474(15) 0.0354(3) 0.16096(18) 0.0340(6) Uani 1 1 d . . .
H4 H 0.6026 0.0335 0.0935 0.041 Uiso 1 1 calc R . .
C4A C 0.51132(14) 0.1309(2) 0.18379(17) 0.0279(5) Uani 1 1 d . . .
C9 C 0.4013(2) 0.2500 0.2947(2) 0.0237(7) Uani 1 2 d S . .
C9A C 0.46687(14) 0.1313(2) 0.28124(16) 0.0238(5) Uani 1 1 d . . .
C10 C 0.4892(2) 0.2500 0.1149(2) 0.0299(8) Uani 1 2 d S . .
H10 H 0.5229 0.2500 0.0466 0.036 Uiso 1 2 calc SR . .
C11 C 0.3882(2) 0.2500 0.0997(2) 0.0250(7) Uani 1 2 d S . .
C12 C 0.3408(2) 0.2500 0.1948(2) 0.0240(7) Uani 1 2 d S . .
C13 C 0.2480(2) 0.2500 0.1925(2) 0.0246(7) Uani 1 2 d S . .
H13 H 0.2150 0.2500 0.2566 0.030 Uiso 1 2 calc SR . .
C14 C 0.2030(2) 0.2500 0.0970(3) 0.0292(8) Uani 1 2 d S . .
H14 H 0.1392 0.2500 0.0957 0.035 Uiso 1 2 calc SR . .
C15 C 0.2508(2) 0.2500 0.0030(3) 0.0310(8) Uani 1 2 d S . .
H15 H 0.2197 0.2500 -0.0625 0.037 Uiso 1 2 calc SR . .
C16 C 0.3442(2) 0.2500 0.0048(3) 0.0310(8) Uani 1 2 d S . .
H16 H 0.3773 0.2500 -0.0594 0.037 Uiso 1 2 calc SR . .
C17 C 0.3432(2) 0.2500 0.3929(2) 0.0227(7) Uani 1 2 d S . .
C18 C 0.30351(15) 0.1346(3) 0.43837(18) 0.0364(6) Uani 1 1 d P A .
H18A H 0.3143 0.0450 0.4183 0.044 Uiso 0.50 1 calc PR A 1
H18B H 0.3505 0.0758 0.4681 0.044 Uiso 0.50 1 calc PR A 2
H18C H 0.2696 0.0844 0.3843 0.044 Uiso 0.50 1 calc PR A 2
C18A C 0.24207(14) 0.1809(2) 0.52316(16) 0.0265(5) Uani 1 1 d . . .
C19 C 0.19174(15) 0.1105(3) 0.59743(18) 0.0326(6) Uani 1 1 d . A .
H19 H 0.1925 0.0160 0.5986 0.039 Uiso 1 1 calc R . .
C20 C 0.14116(15) 0.1810(3) 0.66877(17) 0.0331(6) Uani 1 1 d . . .
H20 H 0.1056 0.1345 0.7189 0.040 Uiso 1 1 calc R A .
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
C9A C1 C2 120.4(2) . . ?
C9A C1 H1 119.8 . . ?
C2 C1 H1 119.8 . . ?
C3 C2 C1 120.3(2) . . ?
C3 C2 H2 119.8 . . ?
C1 C2 H2 119.8 . . ?
C2 C3 C4 119.9(2) . . ?
C2 C3 H3 120.0 . . ?
C4 C3 H3 120.0 . . ?
C4A C4 C3 119.8(2) . . ?
C4A C4 H4 120.1 . . ?
C3 C4 H4 120.1 . . ?
C4 C4A C9A 120.7(2) . . ?
C4 C4A C10 125.3(2) . . ?
C9A C4A C10 113.7(2) . . ?
C17 C9 C9A 116.73(16) . 7_565 ?
C17 C9 C9A 116.73(16) . . ?
C9A C9 C9A 100.6(2) 7_565 . ?
C17 C9 C12 109.8(2) . . ?
C9A C9 C12 105.94(17) 7_565 . ?
C9A C9 C12 105.94(17) . . ?
C1 C9A C4A 118.7(2) . . ?
C1 C9A C9 127.5(2) . . ?
C4A C9A C9 113.4(2) . . ?
C11 C10 C4A 106.76(18) . . ?
C11 C10 C4A 106.76(18) . 7_565 ?
C4A C10 C4A 104.1(3) . 7_565 ?
C11 C10 H10 112.9 . . ?
C4A C10 H10 112.9 . . ?
C4A C10 H10 112.9 7_565 . ?
C16 C11 C12 121.1(3) . . ?
C16 C11 C10 125.8(3) . . ?
C12 C11 C10 113.1(3) . . ?
C13 C12 C11 119.2(3) . . ?
C13 C12 C9 126.7(3) . . ?
C11 C12 C9 114.2(3) . . ?
C12 C13 C14 120.2(3) . . ?
C12 C13 H13 119.9 . . ?
C14 C13 H13 119.9 . . ?
C13 C14 C15 120.2(3) . . ?
C13 C14 H14 119.9 . . ?
C15 C14 H14 119.9 . . ?
C14 C15 C16 119.9(3) . . ?
C14 C15 H15 120.1 . . ?
C16 C15 H15 120.1 . . ?
C11 C16 C15 119.5(3) . . ?
C11 C16 H16 120.3 . . ?
C15 C16 H16 120.3 . . ?
C18 C17 C18 109.1(3) . 7_565 ?
C18 C17 C18 109.1(3) . 7_565 ?
C18 C17 C18 0.0(2) 7_565 7_565 ?
C18 C17 C9 124.73(14) . . ?
C18 C17 C9 124.73(14) 7_565 . ?
C18 C17 C9 124.73(14) 7_565 . ?
C17 C18 C18A 107.1(2) . . ?
C17 C18 H18A 126.5 . . ?
C17 C18 H18B 110.3 . . ?
C17 C18 H18C 110.3 . . ?
C18A C18 H18A 126.5 . . ?
C18A C18 H18B 110.3 . . ?
C18A C18 H18C 110.3 . . ?
C18A C18A C19 120.48(14) 7_565 . ?
C18A C18A C18 108.25(14) 7_565 . ?
C19 C18A C18 131.2(2) . . ?
C20 C19 C18A 118.4(2) . . ?
C20 C19 H19 120.8 . . ?
C18A C19 H19 120.8 . . ?
C19 C20 C20 121.06(15) . 7_565 ?
C19 C20 H20 119.5 . . ?
C20 C20 H20 119.5 7_565 . ?
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 C9A 1.384(3) . ?
C1 C2 1.384(3) . ?
C1 H1 0.9500 . ?
C2 C3 1.381(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.386(4) . ?
C3 H3 0.9500 . ?
C4 C4A 1.377(3) . ?
C4 H4 0.9500 . ?
C4A C9A 1.401(3) . ?
C4A C10 1.518(3) . ?
C9 C17 1.514(4) . ?
C9 C9A 1.550(3) 7_565 ?
C9 C9A 1.550(3) . ?
C9 C12 1.555(4) . ?
C10 C11 1.514(4) . ?
C10 C4A 1.518(3) 7_565 ?
C10 H10 1.0000 . ?
C11 C16 1.370(4) . ?
C11 C12 1.396(4) . ?
C12 C13 1.380(4) . ?
C13 C14 1.383(4) . ?
C13 H13 0.9500 . ?
C14 C15 1.387(5) . ?
C14 H14 0.9500 . ?
C15 C16 1.391(5) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C17 C18 1.424(3) . ?
C17 C18 1.424(3) 7_565 ?
C17 C18 1.424(3) 7_565 ?
C18 C18A 1.485(3) . ?
C18 H18A 0.9500 . ?
C18 H18B 0.9900 . ?
C18 H18C 0.9900 . ?
C18A C18A 1.389(5) 7_565 ?
C18A C19 1.395(3) . ?
C19 C20 1.373(3) . ?
C19 H19 0.9500 . ?
C20 C20 1.388(5) 7_565 ?
C20 H20 0.9500 . ?
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
C9A C1 C2 C3 0.8(3) . . . . ?
C1 C2 C3 C4 0.1(4) . . . . ?
C2 C3 C4 C4A 0.9(4) . . . . ?
C3 C4 C4A C9A -2.8(4) . . . . ?
C3 C4 C4A C10 170.9(2) . . . . ?
C2 C1 C9A C4A -2.6(3) . . . . ?
C2 C1 C9A C9 -175.2(2) . . . . ?
C4 C4A C9A C1 3.6(3) . . . . ?
C10 C4A C9A C1 -170.8(2) . . . . ?
C4 C4A C9A C9 177.2(2) . . . . ?
C10 C4A C9A C9 2.8(3) . . . . ?
C17 C9 C9A C1 -13.4(3) . . . . ?
C9A C9 C9A C1 113.9(2) 7_565 . . . ?
C12 C9 C9A C1 -135.9(2) . . . . ?
C17 C9 C9A C4A 173.7(2) . . . . ?
C9A C9 C9A C4A -59.0(3) 7_565 . . . ?
C12 C9 C9A C4A 51.2(2) . . . . ?
C4 C4A C10 C11 128.5(3) . . . . ?
C9A C4A C10 C11 -57.4(3) . . . . ?
C4 C4A C10 C4A -118.8(2) . . . 7_565 ?
C9A C4A C10 C4A 55.3(3) . . . 7_565 ?
C4A C10 C11 C16 -124.56(16) . . . . ?
C4A C10 C11 C16 124.56(16) 7_565 . . . ?
C4A C10 C11 C12 55.44(16) . . . . ?
C4A C10 C11 C12 -55.44(16) 7_565 . . . ?
C16 C11 C12 C13 0.0 . . . . ?
C10 C11 C12 C13 180.0 . . . . ?
C16 C11 C12 C9 180.0 . . . . ?
C10 C11 C12 C9 0.0 . . . . ?
C17 C9 C12 C13 0.0 . . . . ?
C9A C9 C12 C13 -126.84(15) 7_565 . . . ?
C9A C9 C12 C13 126.84(15) . . . . ?
C17 C9 C12 C11 180.0 . . . . ?
C9A C9 C12 C11 53.16(15) 7_565 . . . ?
C9A C9 C12 C11 -53.16(15) . . . . ?
C11 C12 C13 C14 0.0 . . . . ?
C9 C12 C13 C14 180.0 . . . . ?
C12 C13 C14 C15 0.0 . . . . ?
C13 C14 C15 C16 0.0 . . . . ?
C12 C11 C16 C15 0.0 . . . . ?
C10 C11 C16 C15 180.0 . . . . ?
C14 C15 C16 C11 0.0 . . . . ?
C9A C9 C17 C18 -157.2(2) 7_565 . . . ?
C9A C9 C17 C18 -38.2(4) . . . . ?
C12 C9 C17 C18 82.3(3) . . . . ?
C9A C9 C17 C18 38.2(4) 7_565 . . 7_565 ?
C9A C9 C17 C18 157.2(2) . . . 7_565 ?
C12 C9 C17 C18 -82.3(3) . . . 7_565 ?
C9A C9 C17 C18 38.2(4) 7_565 . . 7_565 ?
C9A C9 C17 C18 157.2(2) . . . 7_565 ?
C12 C9 C17 C18 -82.3(3) . . . 7_565 ?
C18 C17 C18 C18A -5.3(3) 7_565 . . . ?
C18 C17 C18 C18A -5.3(3) 7_565 . . . ?
C9 C17 C18 C18A -172.0(2) . . . . ?
C17 C18 C18A C18A 3.2(2) . . . 7_565 ?
C17 C18 C18A C19 -174.6(2) . . . . ?
C18A C18A C19 C20 1.2(3) 7_565 . . . ?
C18 C18A C19 C20 178.9(2) . . . . ?
C18A C19 C20 C20 -1.2(3) . . . 7_565 ?
