#------------------------------------------------------------------------------
#$Date: 2016-03-25 23:13:40 +0100 (vie 25 de mar de 2016) $
#$Revision: 180066 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/12/7051247.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_7051247
loop_
_publ_author_name
'Laxmi Madhavi, N. N.'
'Bilton, Clair'
'Howard, Judith A. K.'
'Allen, Frank H.'
'Nangia, Ashwini'
'Desiraju, Gautam R.'
_publ_section_title
;
 Seeking structural repetitivity in systems with interaction
 interference: crystal engineering in the gem-alkynol family
;
_journal_issue                   1
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              1
_journal_paper_doi               10.1039/a908233f
_journal_volume                  24
_journal_year                    2000
_chemical_formula_moiety         'C10 H8 O2'
_chemical_formula_sum            'C10 H8 O2'
_chemical_formula_weight         160.16
_chemical_melting_point          '452-453 K (sublimes)'
_chemical_name_common
; 
 trans-1,4-Diethynyl-1,4-dihydroxy-2,5-cyclohexadiene
;
_chemical_name_systematic
; 
 trans-1,4-Diethynyl-1,4-dihydroxy-2,5-cyclohexadiene
;
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_atom_sites_solution_hydrogens   difmap
_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                   8.8316(2)
_cell_length_b                   5.90030(10)
_cell_length_c                   15.6123(4)
_cell_measurement_reflns_used    490
_cell_measurement_temperature    150
_cell_measurement_theta_max      21.41
_cell_measurement_theta_min      5.30
_cell_volume                     813.54(3)
_computing_cell_refinement       'Brucker SMART'
_computing_data_collection       'Brucker SMART'
_computing_data_reduction        'Brucker SAINT'
_computing_molecular_graphics    'SHELXL-97 (Sheldrick, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      150
_diffrn_detector_area_resol_mean 'not relevant'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Brucker SMART CCD'
_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  0.0312
_diffrn_reflns_av_sigmaI/netI    0.0171
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            5130
_diffrn_reflns_theta_full        27.45
_diffrn_reflns_theta_max         27.45
_diffrn_reflns_theta_min         2.61
_exptl_absorpt_coefficient_mu    0.091
_exptl_absorpt_correction_T_max  0.266
_exptl_absorpt_correction_T_min  0.236
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'empirical using psi-scans'
_exptl_crystal_colour            colourles
_exptl_crystal_density_diffrn    1.308
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    .
_exptl_crystal_description       block
_exptl_crystal_F_000             336
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.309
_refine_diff_density_min         -0.207
_refine_diff_density_rms         0.049
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.097
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     71
_refine_ls_number_reflns         934
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.097
_refine_ls_R_factor_all          0.0410
_refine_ls_R_factor_gt           0.0358
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0470P)²+0.3064P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0880
_refine_ls_wR_factor_ref         0.0947
_reflns_number_gt                837
_reflns_number_total             934
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            a908233f.txt
_cod_data_source_block           2
_cod_original_sg_symbol_H-M      'P 21/b 21/c 21/a'
_cod_database_code               7051247
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, 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
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.38988(15) 0.3628(2) 0.68883(8) 0.0262(3) Uani 1 1 d . . .
H1 H 0.329(2) 0.445(3) 0.7261(12) 0.046(5) Uiso 1 1 d . . .
C2 C 0.46345(12) 0.25097(19) 0.64093(7) 0.0199(3) Uani 1 1 d . . .
C3 C 0.55305(12) 0.10419(18) 0.58250(7) 0.0172(3) Uani 1 1 d . . .
O1 O 0.70092(9) 0.06232(15) 0.62009(5) 0.0225(2) Uani 1 1 d . . .
HA H 0.747(2) 0.194(3) 0.6248(10) 0.044(5) Uiso 1 1 d . . .
C4 C 0.47605(13) -0.12408(18) 0.57682(7) 0.0178(3) Uani 1 1 d . . .
H4 H 0.4615(17) -0.199(2) 0.6319(9) 0.024(3) Uiso 1 1 d . . .
C5 C 0.42888(13) -0.21613(18) 0.50397(7) 0.0181(3) Uani 1 1 d . . .
H5 H 0.3761(17) -0.359(3) 0.5039(9) 0.023(4) Uiso 1 1 d . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.0318(7) 0.0216(6) 0.0253(6) -0.0020(4) 0.0050(5) 0.0010(5)
C2 0.0219(5) 0.0176(5) 0.0203(5) 0.0009(4) 0.0000(4) -0.0022(4)
C3 0.0171(5) 0.0164(5) 0.0180(5) 0.0001(4) -0.0005(4) -0.0002(4)
O1 0.0175(4) 0.0247(5) 0.0254(4) 0.0013(3) -0.0032(3) -0.0007(3)
C4 0.0194(5) 0.0153(5) 0.0188(5) 0.0029(4) 0.0022(4) 0.0005(4)
C5 0.0190(5) 0.0142(5) 0.0210(5) 0.0016(4) 0.0019(4) -0.0016(4)
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'
O O 0.0106 0.0060 '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 H1 177.6(12) . . yes
C1 C2 C3 178.03(12) . . yes
O1 C3 C2 109.25(8) . . yes
O1 C3 C5 109.89(9) . 5_656 yes
C2 C3 C5 110.48(9) . 5_656 yes
O1 C3 C4 106.05(8) . . yes
C2 C3 C4 108.40(9) . . yes
C5 C3 C4 112.62(9) 5_656 . yes
C3 O1 HA 107.4(12) . . yes
C5 C4 C3 123.78(9) . . yes
C5 C4 H4 121.8(8) . . yes
C3 C4 H4 114.4(8) . . yes
C4 C5 C3 123.60(10) . 5_656 yes
C4 C5 H5 120.7(8) . . yes
C3 C5 H5 115.7(8) 5_656 . yes
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 1.1905(17) . yes
C1 H1 0.927(19) . yes
C2 C3 1.4861(15) . yes
C3 O1 1.4529(13) . yes
C3 C5 1.5113(14) 5_656 yes
C3 C4 1.5115(15) . yes
O1 HA 0.88(2) . yes
C4 C5 1.3274(15) . yes
C4 H4 0.977(14) . yes
C5 C3 1.5113(14) 5_656 yes
C5 H5 0.965(15) . yes
