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#$Date: 2016-03-22 10:27:54 +0200 (Tue, 22 Mar 2016) $
#$Revision: 178871 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/00/4110043.cif $
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#
# 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_4110043
loop_
_publ_author_name
'Kamil Dziubek'
'Marcin Podsiadło'
'Andrzej Katrusiak'
_publ_contact_author_fax         +48(61)8658008
_publ_contact_author_phone       +48(61)8291443
_publ_section_title
;
 Nearly Isostructural Polymorphs of Ethynylbenzene: Resolution of
 \\tbCH...π(arene) and Cooperative \\tbCH...π(C\\tbC) Interactions by
 Pressure Freezing
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              12620
_journal_page_last               12621
_journal_paper_doi               10.1021/ja074885r
_journal_volume                  129
_journal_year                    2007
_chemical_formula_moiety         'C8 H6'
_chemical_formula_sum            'C8 H6'
_chemical_formula_weight         102.13
_chemical_melting_point          228
_chemical_name_common            'phenylacetylene, polymorph beta'
_chemical_name_systematic
; 
Ethynylbenzene, polymorph beta at 0.4 GPa
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                71.03(3)
_cell_angle_beta                 82.30(3)
_cell_angle_gamma                78.49(3)
_cell_formula_units_Z            6
_cell_length_a                   5.8187(12)
_cell_length_b                   9.1892(18)
_cell_length_c                   18.204(4)
_cell_measurement_reflns_used    1944
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      28.23
_cell_measurement_theta_min      2.31
_cell_volume                     899.5(4)
_computing_cell_refinement       'CrysAlis (Oxford Diffraction, 2004)'
_computing_data_collection       'CrysAlis (Oxford Diffraction, 2004)'
_computing_data_reduction        'CrysAlis (Oxford Diffraction, 2004)'
_computing_molecular_graphics    'XP (Siemens, 1990)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.138
_diffrn_measured_fraction_theta_max 0.138
_diffrn_measurement_device_type  'Kuma KM4CCD κ geometry'
_diffrn_measurement_method       'ω 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  0.0565
_diffrn_reflns_av_sigmaI/netI    0.0479
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            4054
_diffrn_reflns_theta_full        28.23
_diffrn_reflns_theta_max         28.23
_diffrn_reflns_theta_min         2.31
_exptl_absorpt_coefficient_mu    0.064
_exptl_absorpt_correction_T_max  0.95
_exptl_absorpt_correction_T_min  0.62
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
Katrusiak, A. (2003). REDSHABS - Program for correcting
reflections intensities for DAC absorption, gasket shadowing
and sample crystal absorption. Adam Mickiewicz University, Poznań.
Katrusiak, A. (2004). Z. Kristallogr. 219, 461-467
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.131
_exptl_crystal_description       cylinder
_exptl_crystal_F_000             324
_exptl_crystal_size_max          0.51
_exptl_crystal_size_mid          0.47
_exptl_crystal_size_min          0.24
_refine_diff_density_max         0.050
_refine_diff_density_min         -0.059
_refine_diff_density_rms         0.012
_refine_ls_extinction_coef       0.018(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.972
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     98
_refine_ls_number_reflns         616
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.972
_refine_ls_R_factor_all          0.0794
_refine_ls_R_factor_gt           0.0375
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0412P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0693
_refine_ls_wR_factor_ref         0.0786
_reflns_number_gt                417
_reflns_number_total             616
_reflns_threshold_expression     >4sigma(I)
_cod_data_source_file            ja074885rsi20070703_084723.cif
_cod_data_source_block           1pha
_cod_original_cell_volume        899.5(3)
_cod_database_code               4110043
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
C1 C 0.0292(11) 0.3559(10) -0.0793(13) 0.058(2) Uiso 1 1 d .
C2 C -0.0037(10) 0.4027(9) -0.1460(12) 0.0422(18) Uiso 1 1 d .
H2 H -0.1283 0.3718 -0.1609 0.051 Uiso 1 1 calc R
C3 C 0.1365(6) 0.5077(7) -0.2096(9) 0.0588(11) Uiso 1 1 d .
H3 H 0.1074 0.5409 -0.2620 0.071 Uiso 1 1 calc R
C4 C 0.3176(9) 0.5498(8) -0.1800(11) 0.0570(19) Uiso 1 1 d .
H4 H 0.4185 0.6123 -0.2140 0.068 Uiso 1 1 calc R
C5 C 0.3468(9) 0.4980(8) -0.0993(11) 0.0592(19) Uiso 1 1 d .
H5 H 0.4598 0.5285 -0.0784 0.071 Uiso 1 1 calc R
C6 C 0.2045(6) 0.4040(6) -0.0554(9) 0.0598(12) Uiso 1 1 d .
H6 H 0.2261 0.3663 -0.0024 0.072 Uiso 1 1 calc R
C7 C -0.1223(6) 0.2623(7) -0.0317(8) 0.0627(11) Uiso 1 1 d .
C8 C -0.2434(7) 0.1764(8) 0.0221(9) 0.0900(14) Uiso 1 1 d .
H8 H -0.3321 0.1135 0.0615 0.108 Uiso 1 1 calc R
C11 C 0.5177(5) 0.0335(6) 0.2424(7) 0.0530(11) Uiso 1 1 d .
C12 C 0.3064(5) 0.1281(6) 0.2287(8) 0.0609(11) Uiso 1 1 d .
H12 H 0.2525 0.2042 0.2533 0.073 Uiso 1 1 calc R
C13 C 0.1775(5) 0.1058(5) 0.1772(7) 0.0571(11) Uiso 1 1 d .
H13 H 0.0374 0.1739 0.1639 0.069 Uiso 1 1 calc R
C14 C 0.2455(5) -0.0143(6) 0.1434(7) 0.0621(11) Uiso 1 1 d .
H14 H 0.1574 -0.0255 0.1072 0.075 Uiso 1 1 calc R
C15 C 0.4532(5) -0.1165(5) 0.1670(6) 0.0618(11) Uiso 1 1 d .
H15 H 0.5019 -0.2012 0.1481 0.074 Uiso 1 1 calc R
C16 C 0.5832(5) -0.0938(6) 0.2166(7) 0.0559(10) Uiso 1 1 d .
H16 H 0.7180 -0.1648 0.2335 0.067 Uiso 1 1 calc R
C17 C 0.6509(6) 0.0478(6) 0.3036(8) 0.0604(11) Uiso 1 1 d .
C18 C 0.7680(6) 0.0682(6) 0.3413(8) 0.0780(13) Uiso 1 1 d .
H18 H 0.8663 0.0853 0.3729 0.094 Uiso 1 1 calc R
C21 C 0.0679(6) 0.6381(7) -0.4413(8) 0.0578(11) Uiso 1 1 d .
C22 C 0.1589(6) 0.4864(6) -0.4285(8) 0.0692(12) Uiso 1 1 d .
H22 H 0.3051 0.4530 -0.4507 0.083 Uiso 1 1 calc R
C23 C 0.0158(6) 0.3821(7) -0.3790(9) 0.0858(14) Uiso 1 1 d .
H23 H 0.0747 0.2758 -0.3657 0.103 Uiso 1 1 calc R
C24 C -0.2118(7) 0.4299(8) -0.3484(10) 0.1069(17) Uiso 1 1 d .
H24 H -0.3000 0.3594 -0.3135 0.128 Uiso 1 1 calc R
C25 C -0.2949(7) 0.5878(7) -0.3737(8) 0.0923(14) Uiso 1 1 d .
H25 H -0.4505 0.6233 -0.3597 0.111 Uiso 1 1 calc R
C26 C -0.1612(5) 0.6929(6) -0.4176(7) 0.0681(11) Uiso 1 1 d .
H26 H -0.2202 0.7992 -0.4317 0.082 Uiso 1 1 calc R
C27 C 0.2044(6) 0.7525(7) -0.4934(8) 0.0755(13) Uiso 1 1 d .
C28 C 0.3237(7) 0.8410(8) -0.5342(9) 0.0978(15) Uiso 1 1 d .
H28 H 0.4178 0.9109 -0.5664 0.117 Uiso 1 1 calc R
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
C2 C1 C6 118.1(14)
C2 C1 C7 116.2(7)
C6 C1 C7 125.6(16)
C1 C2 C3 126.3(7)
C1 C2 H2 116.8
C3 C2 H2 116.8
C4 C3 C2 111.9(13)
C4 C3 H3 124.1
C2 C3 H3 124.1
C5 C4 C3 120.7(12)
C5 C4 H4 119.6
C3 C4 H4 119.6
C6 C5 C4 116.0(6)
C6 C5 H5 122.0
C4 C5 H5 122.0
C5 C6 C1 126.9(14)
C5 C6 H6 116.5
C1 C6 H6 116.5
C8 C7 C1 169.9(12)
C7 C8 H8 180.0
C12 C11 C16 122.3(6)
C12 C11 C17 116.9(6)
C16 C11 C17 119.0(5)
C11 C12 C13 116.6(5)
C11 C12 H12 121.7
C13 C12 H12 121.7
C12 C13 C14 123.2(4)
C12 C13 H13 118.4
C14 C13 H13 118.4
C15 C14 C13 116.3(6)
C15 C14 H14 121.8
C13 C14 H14 121.8
C16 C15 C14 120.8(4)
C16 C15 H15 119.6
C14 C15 H15 119.6
C15 C16 C11 120.0(5)
C15 C16 H16 120.0
C11 C16 H16 120.0
C18 C17 C11 170.9(11)
C17 C18 H18 180.0
C22 C21 C26 124.3(7)
C22 C21 C27 117.6(6)
C26 C21 C27 117.4(5)
C21 C22 C23 114.7(6)
C21 C22 H22 122.6
C23 C22 H22 122.6
C22 C23 C24 123.6(6)
C22 C23 H23 118.2
C24 C23 H23 118.2
C25 C24 C23 115.6(9)
C25 C24 H24 122.2
C23 C24 H24 122.2
C26 C25 C24 122.9(5)
C26 C25 H25 118.5
C24 C25 H25 118.5
C25 C26 C21 118.1(5)
C25 C26 H26 120.9
C21 C26 H26 120.9
C28 C27 C21 177.1(7)
C27 C28 H28 180.0
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C2 1.18(4)
C1 C6 1.360(9)
C1 C7 1.371(17)
C2 C3 1.51(2)
C2 H2 0.9300
C3 C4 1.414(9)
C3 H3 0.9300
C4 C5 1.41(3)
C4 H4 0.9300
C5 C6 1.315(14)
C5 H5 0.9300
C6 H6 0.9300
C7 C8 1.270(15)
C8 H8 0.9300
C11 C12 1.358(5)
C11 C16 1.365(6)
C11 C17 1.493(12)
C12 C13 1.364(10)
C12 H12 0.9300
C13 C14 1.398(7)
C13 H13 0.9300
C14 C15 1.397(6)
C14 H14 0.9300
C15 C16 1.341(10)
C15 H15 0.9300
C16 H16 0.9300
C17 C18 1.109(10)
C18 H18 0.9300
C21 C22 1.344(6)
C21 C26 1.391(7)
C21 C27 1.456(12)
C22 C23 1.407(10)
C22 H22 0.9300
C23 C24 1.409(9)
C23 H23 0.9300
C24 C25 1.377(8)
C24 H24 0.9300
C25 C26 1.345(9)
C25 H25 0.9300
C26 H26 0.9300
C27 C28 1.179(12)
C28 H28 0.9300
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
C6 C1 C2 C3 2.4(11)
C7 C1 C2 C3 179.5(3)
C1 C2 C3 C4 -1.3(8)
C2 C3 C4 C5 -1.7(6)
C3 C4 C5 C6 3.2(7)
C4 C5 C6 C1 -2.2(7)
C2 C1 C6 C5 -0.6(9)
C7 C1 C6 C5 -177.4(4)
C2 C1 C7 C8 -175(2)
C6 C1 C7 C8 2(2)
C16 C11 C12 C13 -10.5(14)
C17 C11 C12 C13 -175.0(8)
C11 C12 C13 C14 4.6(13)
C12 C13 C14 C15 2.0(12)
C13 C14 C15 C16 -3.1(11)
C14 C15 C16 C11 -2.4(13)
C12 C11 C16 C15 9.7(15)
C17 C11 C16 C15 173.8(8)
C12 C11 C17 C18 -106(2)
C16 C11 C17 C18 89(2)
C26 C21 C22 C23 -8.6(17)
C27 C21 C22 C23 -178.6(9)
C21 C22 C23 C24 3.9(14)
C22 C23 C24 C25 3.6(15)
C23 C24 C25 C26 -7.1(16)
C24 C25 C26 C21 3.0(15)
C22 C21 C26 C25 5.6(17)
C27 C21 C26 C25 175.6(9)
C22 C21 C27 C28 -40(20)
C26 C21 C27 C28 149(19)
