#------------------------------------------------------------------------------ #$Date: 2025-08-20 15:59:05 +0100 (Wed, 20 Aug 2025) $ #$Revision: 301833 $ #$URL: svn://www.crystallography.net/cod/cif/4/11/63/4116370.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_4116370 loop_ _publ_author_name 'Eaton, Philip E.' 'Pramod, Kakumanu' 'Emrick, Todd' 'Gilardi, Richard' _publ_contact_author ; Richard Gilardi Laboratory for the Structure of Matter The Naval Research Laboratory, Code 6030 Washington, D. C. ; USA 20375-5341 ; _publ_contact_author_email gilardi@nrl.navy.mil _publ_contact_author_fax '202 767 6874' _publ_contact_author_phone '202 404 2135' _publ_section_title ; Building with Cubane-1,4-diyl. Synthesis of Aryl-Substituted Cubanes, p-[n]Cubyls, and Cubane-Separated Bis(arenes)1 ; _journal_coden_ASTM JACSAT _journal_issue 17 _journal_name_full 'Journal of the American Chemical Society' _journal_page_first 4111 _journal_page_last 4123 _journal_paper_doi 10.1021/ja983441f _journal_volume 121 _journal_year 1999 _chemical_formula_sum 'C16 H14' _chemical_formula_weight 206.27 _chemical_name_common Bicubyl _chemical_name_systematic Cubylcubane _space_group_IT_number 15 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-C 2yc' _symmetry_space_group_name_H-M 'C 1 2/c 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL _cell_angle_alpha 90.00 _cell_angle_beta 99.23(2) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 16.240(4) _cell_length_b 6.2157(12) _cell_length_c 10.289(2) _cell_measurement_reflns_used 37 _cell_measurement_temperature 223(2) _cell_measurement_theta_max 16.51 _cell_measurement_theta_min 6.14 _cell_volume 1025.2(4) _computing_cell_refinement 'Siemens XSCANS' _computing_data_collection 'Siemens XSCANS' _computing_data_reduction 'Siemens SHELXTL' _computing_molecular_graphics 'Siemens SHELXTL' _computing_publication_material 'Siemens SHELXTL' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _diffrn_ambient_temperature 223(2) _diffrn_measurement_device 'Siemens P4' _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 0.0286 _diffrn_reflns_av_sigmaI/netI 0.0366 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_number 3608 _diffrn_reflns_theta_max 25.05 _diffrn_reflns_theta_min 2.54 _diffrn_standards_decay_% 1.76 _diffrn_standards_interval_count 97 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.075 _exptl_absorpt_correction_T_max 0.9952 _exptl_absorpt_correction_T_min 0.9872 _exptl_absorpt_correction_type integration _exptl_crystal_colour clear_colorless _exptl_crystal_density_diffrn 1.336 _exptl_crystal_description prism _exptl_crystal_F_000 440 _exptl_crystal_size_max .66 _exptl_crystal_size_mid .16 _exptl_crystal_size_min .06 _refine_diff_density_max 0.182 _refine_diff_density_min -0.187 _refine_diff_density_rms 0.040 _refine_ls_extinction_coef 0.0103(21) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_method SHELXL _refine_ls_goodness_of_fit_all 1.036 _refine_ls_goodness_of_fit_obs 1.089 _refine_ls_matrix_type full _refine_ls_number_parameters 95 _refine_ls_number_reflns 917 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.036 _refine_ls_restrained_S_obs 1.089 _refine_ls_R_factor_all 0.0675 _refine_ls_R_factor_obs 0.0447 _refine_ls_shift/esd_max 0.006 _refine_ls_shift/esd_mean 0.001 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0482P)^2^+0.8879P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_all 0.1199 _refine_ls_wR_factor_obs 0.1046 _reflns_number_observed 660 _reflns_number_total 917 _reflns_observed_criterion >2sigma(I) _cod_data_source_file ja983441f_1.cif _cod_data_source_block eat6bltz _cod_depositor_comments ; The following automatic conversions were performed: '_refine_ls_weighting_scheme' value 'calc w=1/[\s^2^(Fo^2^)+(0.0482P)^2^+0.8879P] where P=(Fo^2^+2Fc^2^)/3' was changed to 'calc'. New tag '_refine_ls_weighting_details' was created. The value of the new tag was set to 'w=1/[\s^2^(Fo^2^)+(0.0482P)^2^+0.8879P] where P=(Fo^2^+2Fc^2^)/3'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_database_code 4116370 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' 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 0.0227(10) 0.0317(10) 0.0283(10) -0.0009(8) 0.0080(8) 0.0004(8) C2 0.0279(11) 0.0344(11) 0.0330(11) -0.0023(8) 0.0071(8) -0.0013(9) C3 0.0231(10) 0.0535(13) 0.0286(11) -0.0022(9) 0.0016(8) -0.0001(9) C4 0.0227(10) 0.0534(13) 0.0323(11) 0.0027(9) 0.0096(8) 0.0037(9) C5 0.0280(11) 0.0405(11) 0.0301(10) 0.0063(9) 0.0092(8) 0.0004(9) C6 0.0236(10) 0.0405(12) 0.0275(11) -0.0052(8) 0.0050(8) -0.0008(8) C7 0.0338(12) 0.0367(11) 0.0338(11) -0.0019(8) 0.0126(9) 0.0076(9) C8 0.0345(12) 0.0388(12) 0.0298(11) 0.0068(9) 0.0113(8) 0.0078(9) 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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag C1 C 0.20850(11) 0.2539(3) 1.0203(2) 0.0271(5) Uani 1 d C2 C 0.14493(12) 0.0620(3) 1.0135(2) 0.0315(5) Uani 1 d H2 H 0.1541(12) -0.0818(34) 0.9832(21) 0.038 Uiso 1 d C3 C 0.07259(12) 0.2153(3) 0.9534(2) 0.0353(6) Uani 1 d H3 H 0.0304(12) 0.1750(34) 0.8778(22) 0.042 Uiso 1 d C4 C 0.05538(12) 0.2708(3) 1.0945(2) 0.0356(6) Uani 1 d H4 H -0.0001(14) 0.2786(32) 1.1201(22) 0.043 Uiso 1 d C5 C 0.12754(11) 0.1182(3) 1.1553(2) 0.0324(5) Uani 1 d H5 H 0.1248(12) 0.0106(34) 1.2243(21) 0.039 Uiso 1 d C6 C 0.19053(12) 0.3088(3) 1.1627(2) 0.0305(5) Uani 1 d H6 H 0.2334(12) 0.3448(31) 1.2363(21) 0.037 Uiso 1 d C7 C 0.11822(12) 0.4624(3) 1.1025(2) 0.0340(5) Uani 1 d H7 H 0.1091(12) 0.6103(35) 1.1328(21) 0.041 Uiso 1 d C8 C 0.13520(12) 0.4068(3) 0.9606(2) 0.0337(5) Uani 1 d H8 H 0.1388(12) 0.5143(34) 0.8929(21) 0.040 Uiso 1 d 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 C1 C1 C8 125.4(2) 7_557 C1 C1 C2 125.8(2) 7_557 C8 C1 C2 89.46(14) . C1 C1 C6 125.8(2) 7_557 C8 C1 C6 89.49(14) . C2 C1 C6 89.31(14) . C3 C2 C5 89.79(15) . C3 C2 C1 90.08(15) . C5 C2 C1 90.23(15) . C8 C3 C4 90.0(2) . C8 C3 C2 90.21(15) . C4 C3 C2 90.11(15) . C5 C4 C3 90.22(15) . C5 C4 C7 90.00(15) . C3 C4 C7 90.3(2) . C4 C5 C6 90.1(2) . C4 C5 C2 89.88(15) . C6 C5 C2 90.01(14) . C5 C6 C7 89.96(15) . C5 C6 C1 90.45(14) . C7 C6 C1 90.17(14) . C4 C7 C6 89.9(2) . C4 C7 C8 89.7(2) . C6 C7 C8 90.08(14) . C3 C8 C7 90.1(2) . C3 C8 C1 90.25(15) . C7 C8 C1 90.25(14) . loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 C1 C1 1.475(3) 7_557 C1 C8 1.569(3) . C1 C2 1.572(3) . C1 C6 1.576(3) . C2 C3 1.562(3) . C2 C5 1.570(3) . C3 C8 1.559(3) . C3 C4 1.561(3) . C4 C5 1.559(3) . C4 C7 1.562(3) . C5 C6 1.559(3) . C6 C7 1.562(3) . C7 C8 1.567(3) . loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 5258394