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#$Date: 2019-11-23 21:45:20 +0200 (Sat, 23 Nov 2019) $
#$Revision: 235174 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/35/1553590.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_1553590
loop_
_publ_author_name
'Prenzel, Dominik'
'Kirschbaum, Rolf W.'
'Chalifoux, Wesley A.'
'McDonald, Robert'
'Ferguson, Michael J.'
'Drewello, Thomas'
'Tykwinski, Rik R.'
_publ_section_title
;
 Polymerization of acetylene: polyynes, but not carbyne
;
_journal_issue                   5
_journal_name_full               'Organic Chemistry Frontiers'
_journal_page_first              668
_journal_paper_doi               10.1039/C6QO00648E
_journal_volume                  4
_journal_year                    2017
_chemical_formula_moiety         'C49 H64'
_chemical_formula_sum            'C49 H64'
_chemical_formula_weight         653.00
_chemical_name_systematic
1,1,1-tris(3,5-di-t-butylphenyl)hepta-2,4,6-triyne
_space_group_crystal_system      trigonal
_space_group_IT_number           159
_space_group_name_Hall           'P 3 -2c'
_space_group_name_H-M_alt        'P 3 1 c'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2016-11-02 deposited with the CCDC.
2016-11-08 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            2
_cell_length_a                   14.154(3)
_cell_length_b                   14.154(3)
_cell_length_c                   12.123(2)
_cell_measurement_reflns_used    2337
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      20.58
_cell_measurement_theta_min      2.36
_cell_volume                     2103.3(7)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0954
_diffrn_reflns_av_unetI/netI     0.0481
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            15255
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.716
_diffrn_reflns_theta_min         1.661
_exptl_absorpt_coefficient_mu    0.057
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.9173
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'SADABS 2014/5'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.031
_exptl_crystal_description       rod
_exptl_crystal_F_000             716
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: xylenes'
_exptl_crystal_size_max          0.460
_exptl_crystal_size_mid          0.068
_exptl_crystal_size_min          0.046
_refine_diff_density_max         0.130
_refine_diff_density_min         -0.164
_refine_diff_density_rms         0.033
_refine_ls_abs_structure_details
; 
 Flack x determined using 836 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   0.0(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     148
_refine_ls_number_reflns         2685
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.0720
_refine_ls_R_factor_gt           0.0411
_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/[σ²(Fo²)+(0.0327P)²+0.3159P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0776
_refine_ls_wR_factor_ref         0.0882
_reflns_Friedel_coverage         0.989
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.999
_reflns_number_gt                1988
_reflns_number_total             2685
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c6qo00648e2.cif
_cod_data_source_block           Tr-H3
_cod_original_cell_volume        2103.4(9)
_cod_database_code               1553590
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;
_shelx_estimated_absorpt_t_min   0.974
_shelx_estimated_absorpt_t_max   0.997
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'y, x, z+1/2'
'x-y, -y, z+1/2'
'-x, -x+y, 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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
C1 C 0.3333 0.6667 0.7765(6) 0.074(3) Uani 1 3 d S T P
H1 H 0.3333 0.6667 0.8548 0.089 Uiso 1 3 calc R U P
C2 C 0.3333 0.6667 0.6794(5) 0.0493(18) Uani 1 3 d S T P
C3 C 0.3333 0.6667 0.5666(5) 0.0355(14) Uani 1 3 d S T P
C4 C 0.3333 0.6667 0.4682(5) 0.0315(14) Uani 1 3 d S T P
C5 C 0.3333 0.6667 0.3547(5) 0.0235(12) Uani 1 3 d S T P
C6 C 0.3333 0.6667 0.2558(4) 0.0222(12) Uani 1 3 d S T P
C7 C 0.3333 0.6667 0.1338(4) 0.0196(11) Uani 1 3 d S T P
C11 C 0.2890(2) 0.5477(2) 0.0951(2) 0.0189(6) Uani 1 1 d . . .
C12 C 0.1903(2) 0.4669(2) 0.1368(2) 0.0205(7) Uani 1 1 d . . .
H12 H 0.1544 0.4856 0.1915 0.025 Uiso 1 1 calc R U .
C13 C 0.1420(2) 0.3592(2) 0.1011(2) 0.0212(7) Uani 1 1 d . . .
C14 C 0.1984(2) 0.3344(2) 0.0229(2) 0.0228(7) Uani 1 1 d . . .
H14 H 0.1674 0.2612 -0.0021 0.027 Uiso 1 1 calc R U .
C15 C 0.2986(2) 0.4128(2) -0.0199(2) 0.0222(7) Uani 1 1 d . . .
C16 C 0.3426(2) 0.5200(2) 0.0164(2) 0.0204(7) Uani 1 1 d . . .
H16 H 0.4102 0.5750 -0.0130 0.024 Uiso 1 1 calc R U .
C17 C 0.0293(2) 0.2756(3) 0.1454(2) 0.0251(7) Uani 1 1 d . . .
C18 C -0.0536(3) 0.3095(3) 0.1088(3) 0.0344(9) Uani 1 1 d . . .
H18A H -0.0301 0.3834 0.1353 0.041 Uiso 1 1 calc R U .
H18B H -0.0581 0.3080 0.0281 0.041 Uiso 1 1 calc R U .
H18C H -0.1254 0.2586 0.1397 0.041 Uiso 1 1 calc R U .
C19 C 0.0319(3) 0.2743(3) 0.2721(3) 0.0382(9) Uani 1 1 d . . .
H19A H 0.0566 0.3479 0.3003 0.046 Uiso 1 1 calc R U .
H19B H -0.0414 0.2241 0.3003 0.046 Uiso 1 1 calc R U .
H19C H 0.0823 0.2499 0.2966 0.046 Uiso 1 1 calc R U .
C20 C -0.0092(3) 0.1605(3) 0.1031(3) 0.0378(9) Uani 1 1 d . . .
H20A H -0.0814 0.1103 0.1337 0.045 Uiso 1 1 calc R U .
H20B H -0.0135 0.1598 0.0224 0.045 Uiso 1 1 calc R U .
H20C H 0.0425 0.1374 0.1261 0.045 Uiso 1 1 calc R U .
C21 C 0.3588(2) 0.3796(3) -0.1030(3) 0.0259(7) Uani 1 1 d . . .
C22 C 0.4648(3) 0.4764(3) -0.1439(3) 0.0539(12) Uani 1 1 d . . .
H22A H 0.5131 0.5127 -0.0810 0.065 Uiso 1 1 calc R U .
H22B H 0.5007 0.4508 -0.1952 0.065 Uiso 1 1 calc R U .
H22C H 0.4489 0.5280 -0.1818 0.065 Uiso 1 1 calc R U .
C23 C 0.3864(3) 0.2992(3) -0.0479(3) 0.0425(9) Uani 1 1 d . . .
H23A H 0.3193 0.2360 -0.0209 0.051 Uiso 1 1 calc R U .
H23B H 0.4215 0.2749 -0.1017 0.051 Uiso 1 1 calc R U .
H23C H 0.4361 0.3350 0.0141 0.051 Uiso 1 1 calc R U .
C24 C 0.2857(3) 0.3250(4) -0.2028(3) 0.0479(10) Uani 1 1 d . . .
H24A H 0.2169 0.2623 -0.1782 0.057 Uiso 1 1 calc R U .
H24B H 0.2708 0.3775 -0.2403 0.057 Uiso 1 1 calc R U .
H24C H 0.3225 0.3002 -0.2538 0.057 Uiso 1 1 calc R 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
C1 C2 C3 180.0 . .
C4 C3 C2 180.0 . .
C3 C4 C5 180.0 . .
C6 C5 C4 180.0 . .
C5 C6 C7 180.0 . .
C6 C7 C11 107.7(2) . 3_565
C6 C7 C11 107.7(2) . .
C11 C7 C11 111.22(19) 3_565 .
C6 C7 C11 107.7(2) . 2_665
C11 C7 C11 111.22(19) 3_565 2_665
C11 C7 C11 111.22(19) . 2_665
C12 C11 C16 119.0(3) . .
C12 C11 C7 118.7(2) . .
C16 C11 C7 122.2(3) . .
C11 C12 C13 122.1(3) . .
C12 C13 C14 117.3(3) . .
C12 C13 C17 119.2(3) . .
C14 C13 C17 123.5(3) . .
C15 C14 C13 122.4(3) . .
C16 C15 C14 118.3(3) . .
C16 C15 C21 121.7(3) . .
C14 C15 C21 120.0(3) . .
C15 C16 C11 120.9(3) . .
C20 C17 C13 112.7(3) . .
C20 C17 C19 108.7(3) . .
C13 C17 C19 109.7(2) . .
C20 C17 C18 108.4(3) . .
C13 C17 C18 108.7(2) . .
C19 C17 C18 108.6(3) . .
C22 C21 C24 108.1(3) . .
C22 C21 C23 108.0(3) . .
C24 C21 C23 109.3(3) . .
C22 C21 C15 112.7(3) . .
C24 C21 C15 109.5(3) . .
C23 C21 C15 109.2(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.177(9) .
C2 C3 1.368(9) .
C3 C4 1.192(8) .
C4 C5 1.377(8) .
C5 C6 1.199(7) .
C6 C7 1.478(7) .
C7 C11 1.547(3) 3_565
C7 C11 1.547(3) .
C7 C11 1.547(3) 2_665
C11 C12 1.384(4) .
C11 C16 1.393(4) .
C12 C13 1.393(4) .
C13 C14 1.393(4) .
C13 C17 1.531(4) .
C14 C15 1.392(4) .
C15 C16 1.392(4) .
C15 C21 1.539(4) .
C17 C20 1.525(4) .
C17 C19 1.537(4) .
C17 C18 1.538(4) .
C21 C22 1.522(4) .
C21 C24 1.527(5) .
C21 C23 1.529(4) .
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
C6 C7 C11 C12 52.3(2) .
C11 C7 C11 C12 -65.4(4) 3_565
C11 C7 C11 C12 170.0(2) 2_665
C6 C7 C11 C16 -130.5(2) .
C11 C7 C11 C16 111.8(2) 3_565
C11 C7 C11 C16 -12.8(4) 2_665
C16 C11 C12 C13 -1.1(4) .
C7 C11 C12 C13 176.1(3) .
C11 C12 C13 C14 1.6(4) .
C11 C12 C13 C17 -176.1(3) .
C12 C13 C14 C15 -0.7(4) .
C17 C13 C14 C15 177.0(3) .
C13 C14 C15 C16 -0.8(4) .
C13 C14 C15 C21 177.9(3) .
C14 C15 C16 C11 1.3(4) .
C21 C15 C16 C11 -177.3(3) .
C12 C11 C16 C15 -0.4(4) .
C7 C11 C16 C15 -177.5(3) .
C12 C13 C17 C20 -176.9(3) .
C14 C13 C17 C20 5.6(4) .
C12 C13 C17 C19 -55.7(4) .
C14 C13 C17 C19 126.7(3) .
C12 C13 C17 C18 63.0(3) .
C14 C13 C17 C18 -114.6(3) .
C16 C15 C21 C22 -3.4(4) .
C14 C15 C21 C22 178.0(3) .
C16 C15 C21 C24 -123.9(3) .
C14 C15 C21 C24 57.6(4) .
C16 C15 C21 C23 116.5(3) .
C14 C15 C21 C23 -62.1(4) .
