#------------------------------------------------------------------------------ #$Date: 2016-03-25 22:13:40 +0000 (Fri, 25 Mar 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 '\w 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/[\s^2^(Fo^2^)+(0.0470P)^2^+0.3064P] where P=(Fo^2^+2Fc^2^)/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