# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry # This journal is © The Royal Society of Chemistry 2014 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_d13137 _audit_creation_method SHELXL-2013 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C24 H16 O' _chemical_formula_sum 'C24 H16 O' _chemical_formula_weight 320.37 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' _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_H-M_alt 'P 21/n' _space_group_name_Hall '-P 2yn' _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. ; loop_ _space_group_symop_operation_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 8.0403(13) _cell_length_b 23.243(4) _cell_length_c 9.3718(15) _cell_angle_alpha 90 _cell_angle_beta 110.490(4) _cell_angle_gamma 90 _cell_volume 1640.6(5) _cell_formula_units_Z 4 _cell_measurement_temperature 147(2) _cell_measurement_reflns_used 6491 _cell_measurement_theta_min 2.48 _cell_measurement_theta_max 27.52 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_density_meas ? _exptl_crystal_density_method ? _exptl_crystal_density_diffrn 1.297 _exptl_crystal_F_000 672 _exptl_transmission_factor_min ? _exptl_transmission_factor_max ? _exptl_crystal_size_max 0.380 _exptl_crystal_size_mid 0.160 _exptl_crystal_size_min 0.030 _exptl_absorpt_coefficient_mu 0.078 _shelx_estimated_absorpt_T_min 0.971 _shelx_estimated_absorpt_T_max 0.998 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6500 _exptl_absorpt_correction_T_max 0.7456 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 147(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_source ? _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 21520 _diffrn_reflns_av_unetI/netI 0.0294 _diffrn_reflns_av_R_equivalents 0.0381 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -30 _diffrn_reflns_limit_k_max 30 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 1.752 _diffrn_reflns_theta_max 27.572 _diffrn_reflns_theta_full 25.242 _diffrn_measured_fraction_theta_max 0.996 _diffrn_measured_fraction_theta_full 0.999 _diffrn_reflns_Laue_measured_fraction_max 0.996 _diffrn_reflns_Laue_measured_fraction_full 0.999 _diffrn_reflns_point_group_measured_fraction_max 0.996 _diffrn_reflns_point_group_measured_fraction_full 0.999 _reflns_number_total 3783 _reflns_number_gt 3064 _reflns_threshold_expression 'I > 2\s(I)' _reflns_Friedel_coverage 0.000 _reflns_Friedel_fraction_max . _reflns_Friedel_fraction_full . _reflns_special_details ; Reflections were merged by SHELXL according to the crystal class for the calculation of statistics and refinement. _reflns_Friedel_fraction is defined as the number of unique Friedel pairs measured divided by the number that would be possible theoretically, ignoring centric projections and systematic absences. ; _computing_data_collection 'APEX2 (Bruker, 2007)' _computing_cell_refinement APEX2 _computing_data_reduction 'SAINT (Bruker, 2007)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-2013 (Sheldrick, 2013)' _computing_molecular_graphics 'PLATON (Spek, 2009)' _computing_publication_material 'SHELXTL (Sheldrick, 2008)' _refine_special_details ; ? ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0285P)^2^+1.8813P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary ? _atom_sites_solution_secondary ? _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef . _refine_ls_number_reflns 3783 _refine_ls_number_parameters 226 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0718 _refine_ls_R_factor_gt 0.0577 _refine_ls_wR_factor_ref 0.1336 _refine_ls_wR_factor_gt 0.1270 _refine_ls_goodness_of_fit_ref 1.126 _refine_ls_restrained_S_all 1.126 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 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 _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.44323(19) 0.12397(7) 0.95721(17) 0.0293(3) Uani 1 1 d . . . . . C1 C 0.3033(3) 0.14720(8) 0.9895(2) 0.0223(4) Uani 1 1 d . . . . . C2 C 0.3421(3) 0.15349(9) 1.1459(2) 0.0286(5) Uani 1 1 d . . . . . H2A H 0.4530 0.1402 1.2145 0.034 Uiso 1 1 calc R U . . . C3 C 0.2239(3) 0.17849(10) 1.2028(3) 0.0327(5) Uani 1 1 d . . . . . H3A H 0.2512 0.1815 1.3097 0.039 Uiso 1 1 calc R U . . . C4 C 0.0638(3) 0.19930(10) 1.1025(3) 0.0336(5) Uani 1 1 d . . . . . H4A H -0.0180 0.2180 1.1398 0.040 Uiso 1 1 calc R U . . . C5 C 0.0250(3) 0.19256(9) 0.9481(3) 0.0283(5) Uani 1 1 d . . . . . H5A H -0.0848 0.2070 0.8805 0.034 Uiso 1 1 calc R U . . . C6 C 0.1399(3) 0.16540(8) 0.8863(2) 0.0222(4) Uani 1 1 d . . . . . C7 C 0.0709(2) 0.15935(8) 0.7165(2) 0.0210(4) Uani 1 1 d . . . . . C8 C 0.0303(3) 0.20912(9) 0.6282(2) 0.0255(4) Uani 1 1 d . . . . . H8A H 0.0631 0.2455 0.6758 0.031 Uiso 1 1 calc R U . . . C9 C -0.0573(3) 0.20638(9) 0.4719(2) 0.0278(4) Uani 1 1 d . . . . . H9A H -0.0833 0.2407 0.4131 0.033 Uiso 1 1 calc R U . . . C10 C -0.1067(3) 0.15362(9) 0.4022(2) 0.0269(4) Uani 1 1 d . . . . . H10A H -0.1682 0.1516 0.2954 0.032 Uiso 1 1 calc R U . . . C11 C -0.0664(3) 0.10370(9) 0.4883(2) 0.0239(4) Uani 1 1 d . . . . . H11A H -0.0990 0.0675 0.4395 0.029 Uiso 1 1 calc R U . . . C12 C 0.0213(2) 0.10589(8) 0.6451(2) 0.0204(4) Uani 1 1 d . . . . . C13 C 0.0678(3) 0.05099(8) 0.7329(2) 0.0212(4) Uani 1 1 d . . . . . C14 C -0.0579(3) 0.01814(9) 0.7665(2) 0.0250(4) Uani 1 1 d . . . . . H14A H -0.1775 0.0309 0.7356 0.030 Uiso 1 1 calc R U . . . C15 C -0.0095(3) -0.03333(9) 0.8450(2) 0.0293(5) Uani 1 1 d . . . . . H15A H -0.0961 -0.0558 0.8672 0.035 Uiso 1 1 calc R U . . . C16 C 0.1652(3) -0.05199(9) 0.8911(2) 0.0283(5) Uani 1 1 d . . . . . H16A H 0.1987 -0.0867 0.9473 0.034 Uiso 1 1 calc R U . . . C17 C 0.2907(3) -0.02013(9) 0.8556(2) 0.0264(4) Uani 1 1 d . . . . . H17A H 0.4097 -0.0335 0.8855 0.032 Uiso 1 1 calc R U . . . C18 C 0.2434(3) 0.03138(8) 0.7763(2) 0.0219(4) Uani 1 1 d . . . . . C19 C 0.3702(3) 0.06682(8) 0.7301(2) 0.0224(4) Uani 1 1 d . . . . . C20 C 0.3991(3) 0.05608(9) 0.5944(2) 0.0271(4) Uani 1 1 d . . . . . H20A H 0.3469 0.0232 0.5356 0.032 Uiso 1 1 calc R U . . . C21 C 0.5030(3) 0.09277(10) 0.5441(3) 0.0310(5) Uani 1 1 d . . . . . H21A H 0.5232 0.0845 0.4522 0.037 Uiso 1 1 calc R U . . . C22 C 0.5772(3) 0.14121(10) 0.6270(3) 0.0331(5) Uani 1 1 d . . . . . H22A H 0.6465 0.1667 0.5915 0.040 Uiso 1 1 calc R U . . . C23 C 0.5502(3) 0.15241(9) 0.7619(3) 0.0289(5) Uani 1 1 d . . . . . H23A H 0.6019 0.1855 0.8202 0.035 Uiso 1 1 calc R U . . . C24 C 0.4476(3) 0.11543(8) 0.8121(2) 0.0227(4) Uani 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 O1 0.0219(7) 0.0369(8) 0.0258(7) -0.0014(6) 0.0041(6) 0.0052(6) C1 0.0213(9) 0.0181(9) 0.0284(10) -0.0013(7) 0.0100(8) -0.0043(7) C2 0.0303(11) 0.0250(10) 0.0281(11) 0.0012(8) 0.0074(9) -0.0062(8) C3 0.0426(13) 0.0318(11) 0.0261(11) -0.0059(9) 0.0148(10) -0.0115(10) C4 0.0349(12) 0.0338(12) 0.0382(12) -0.0083(10) 0.0204(10) -0.0059(10) C5 0.0248(10) 0.0266(10) 0.0360(11) -0.0036(9) 0.0136(9) -0.0027(8) C6 0.0228(10) 0.0181(9) 0.0273(10) -0.0016(7) 0.0110(8) -0.0049(7) C7 0.0168(9) 0.0225(9) 0.0247(10) 0.0007(7) 0.0086(7) 0.0005(7) C8 0.0242(10) 0.0205(9) 0.0345(11) 0.0005(8) 0.0138(9) 0.0021(8) C9 0.0275(11) 0.0270(10) 0.0322(11) 0.0097(8) 0.0147(9) 0.0084(8) C10 0.0238(10) 0.0339(11) 0.0240(10) 0.0036(8) 0.0097(8) 0.0047(8) C11 0.0205(10) 0.0253(10) 0.0272(10) -0.0008(8) 0.0098(8) -0.0004(8) C12 0.0171(9) 0.0219(9) 0.0239(9) 0.0022(7) 0.0091(7) 0.0002(7) C13 0.0227(10) 0.0193(9) 0.0198(9) -0.0010(7) 0.0053(7) -0.0021(7) C14 0.0228(10) 0.0268(10) 0.0252(10) -0.0014(8) 0.0082(8) -0.0033(8) C15 0.0338(12) 0.0261(10) 0.0285(11) -0.0016(8) 0.0117(9) -0.0098(9) C16 0.0372(12) 0.0222(9) 0.0219(10) 0.0018(8) 0.0059(9) -0.0036(9) C17 0.0257(10) 0.0235(10) 0.0251(10) 0.0001(8) 0.0030(8) 0.0004(8) C18 0.0217(10) 0.0202(9) 0.0214(9) -0.0013(7) 0.0047(8) -0.0019(7) C19 0.0170(9) 0.0206(9) 0.0280(10) 0.0042(7) 0.0060(8) 0.0029(7) C20 0.0249(10) 0.0256(10) 0.0302(11) -0.0001(8) 0.0089(8) 0.0040(8) C21 0.0266(11) 0.0379(12) 0.0330(12) 0.0069(9) 0.0160(9) 0.0100(9) C22 0.0238(11) 0.0318(11) 0.0474(14) 0.0100(10) 0.0173(10) 0.0028(9) C23 0.0189(10) 0.0234(10) 0.0426(12) 0.0014(9) 0.0084(9) -0.0007(8) C24 0.0168(9) 0.0259(10) 0.0237(10) 0.0025(8) 0.0052(7) 0.0035(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; 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 O1 C1 1.373(2) . ? O1 C24 1.387(2) . ? C1 C2 1.395(3) . ? C1 C6 1.397(3) . ? C2 C3 1.372(3) . ? C2 H2A 0.9500 . ? C3 C4 1.388(3) . ? C3 H3A 0.9500 . ? C4 C5 1.378(3) . ? C4 H4A 0.9500 . ? C5 C6 1.401(3) . ? C5 H5A 0.9500 . ? C6 C7 1.498(3) . ? C7 C8 1.393(3) . ? C7 C12 1.401(3) . ? C8 C9 1.386(3) . ? C8 H8A 0.9500 . ? C9 C10 1.381(3) . ? C9 H9A 0.9500 . ? C10 C11 1.385(3) . ? C10 H10A 0.9500 . ? C11 C12 1.391(3) . ? C11 H11A 0.9500 . ? C12 C13 1.493(3) . ? C13 C14 1.388(3) . ? C13 C18 1.402(3) . ? C14 C15 1.387(3) . ? C14 H14A 0.9500 . ? C15 C16 1.386(3) . ? C15 H15A 0.9500 . ? C16 C17 1.383(3) . ? C16 H16A 0.9500 . ? C17 C18 1.390(3) . ? C17 H17A 0.9500 . ? C18 C19 1.488(3) . ? C19 C24 1.385(3) . ? C19 C20 1.392(3) . ? C20 C21 1.387(3) . ? C20 H20A 0.9500 . ? C21 C22 1.380(3) . ? C21 H21A 0.9500 . ? C22 C23 1.380(3) . ? C22 H22A 0.9500 . ? C23 C24 1.383(3) . ? C23 H23A 0.9500 . ? 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 C1 O1 C24 125.15(16) . . ? O1 C1 C2 111.91(18) . . ? O1 C1 C6 127.68(18) . . ? C2 C1 C6 120.38(19) . . ? C3 C2 C1 121.5(2) . . ? C3 C2 H2A 119.2 . . ? C1 C2 H2A 119.2 . . ? C2 C3 C4 119.3(2) . . ? C2 C3 H3A 120.4 . . ? C4 C3 H3A 120.4 . . ? C5 C4 C3 119.1(2) . . ? C5 C4 H4A 120.4 . . ? C3 C4 H4A 120.4 . . ? C4 C5 C6 123.1(2) . . ? C4 C5 H5A 118.5 . . ? C6 C5 H5A 118.5 . . ? C1 C6 C5 116.55(19) . . ? C1 C6 C7 128.04(18) . . ? C5 C6 C7 115.41(18) . . ? C8 C7 C12 118.99(18) . . ? C8 C7 C6 118.42(17) . . ? C12 C7 C6 121.88(17) . . ? C9 C8 C7 121.06(19) . . ? C9 C8 H8A 119.5 . . ? C7 C8 H8A 119.5 . . ? C10 C9 C8 119.74(19) . . ? C10 C9 H9A 120.1 . . ? C8 C9 H9A 120.1 . . ? C9 C10 C11 119.90(19) . . ? C9 C10 H10A 120.0 . . ? C11 C10 H10A 120.0 . . ? C10 C11 C12 120.89(19) . . ? C10 C11 H11A 119.6 . . ? C12 C11 H11A 119.6 . . ? C11 C12 C7 119.40(17) . . ? C11 C12 C13 119.17(17) . . ? C7 C12 C13 121.37(17) . . ? C14 C13 C18 119.63(18) . . ? C14 C13 C12 122.26(18) . . ? C18 C13 C12 118.06(17) . . ? C15 C14 C13 120.2(2) . . ? C15 C14 H14A 119.9 . . ? C13 C14 H14A 119.9 . . ? C16 C15 C14 120.1(2) . . ? C16 C15 H15A 120.0 . . ? C14 C15 H15A 120.0 . . ? C17 C16 C15 120.17(19) . . ? C17 C16 H16A 119.9 . . ? C15 C16 H16A 119.9 . . ? C16 C17 C18 120.2(2) . . ? C16 C17 H17A 119.9 . . ? C18 C17 H17A 119.9 . . ? C17 C18 C13 119.66(19) . . ? C17 C18 C19 123.02(18) . . ? C13 C18 C19 117.29(17) . . ? C24 C19 C20 117.84(19) . . ? C24 C19 C18 120.67(18) . . ? C20 C19 C18 121.10(18) . . ? C21 C20 C19 120.9(2) . . ? C21 C20 H20A 119.6 . . ? C19 C20 H20A 119.6 . . ? C22 C21 C20 120.2(2) . . ? C22 C21 H21A 119.9 . . ? C20 C21 H21A 119.9 . . ? C21 C22 C23 119.6(2) . . ? C21 C22 H22A 120.2 . . ? C23 C22 H22A 120.2 . . ? C22 C23 C24 119.9(2) . . ? C22 C23 H23A 120.1 . . ? C24 C23 H23A 120.1 . . ? C23 C24 C19 121.6(2) . . ? C23 C24 O1 117.85(18) . . ? C19 C24 O1 120.02(18) . . ? 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 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C24 O1 C1 C2 -176.47(18) . . . . ? C24 O1 C1 C6 1.4(3) . . . . ? O1 C1 C2 C3 176.79(18) . . . . ? C6 C1 C2 C3 -1.3(3) . . . . ? C1 C2 C3 C4 -1.6(3) . . . . ? C2 C3 C4 C5 2.2(3) . . . . ? C3 C4 C5 C6 0.1(3) . . . . ? O1 C1 C6 C5 -174.32(18) . . . . ? C2 C1 C6 C5 3.4(3) . . . . ? O1 C1 C6 C7 5.9(3) . . . . ? C2 C1 C6 C7 -176.33(18) . . . . ? C4 C5 C6 C1 -2.9(3) . . . . ? C4 C5 C6 C7 176.91(19) . . . . ? C1 C6 C7 C8 -119.2(2) . . . . ? C5 C6 C7 C8 61.1(2) . . . . ? C1 C6 C7 C12 70.6(3) . . . . ? C5 C6 C7 C12 -109.1(2) . . . . ? C12 C7 C8 C9 -0.2(3) . . . . ? C6 C7 C8 C9 -170.73(19) . . . . ? C7 C8 C9 C10 0.5(3) . . . . ? C8 C9 C10 C11 -0.9(3) . . . . ? C9 C10 C11 C12 1.0(3) . . . . ? C10 C11 C12 C7 -0.6(3) . . . . ? C10 C11 C12 C13 -177.91(19) . . . . ? C8 C7 C12 C11 0.3(3) . . . . ? C6 C7 C12 C11 170.45(18) . . . . ? C8 C7 C12 C13 177.47(18) . . . . ? C6 C7 C12 C13 -12.4(3) . . . . ? C11 C12 C13 C14 -75.9(3) . . . . ? C7 C12 C13 C14 106.9(2) . . . . ? C11 C12 C13 C18 101.4(2) . . . . ? C7 C12 C13 C18 -75.8(2) . . . . ? C18 C13 C14 C15 1.1(3) . . . . ? C12 C13 C14 C15 178.37(19) . . . . ? C13 C14 C15 C16 0.4(3) . . . . ? C14 C15 C16 C17 -1.7(3) . . . . ? C15 C16 C17 C18 1.4(3) . . . . ? C16 C17 C18 C13 0.2(3) . . . . ? C16 C17 C18 C19 -177.98(19) . . . . ? C14 C13 C18 C17 -1.4(3) . . . . ? C12 C13 C18 C17 -178.77(18) . . . . ? C14 C13 C18 C19 176.84(18) . . . . ? C12 C13 C18 C19 -0.5(3) . . . . ? C17 C18 C19 C24 -101.4(2) . . . . ? C13 C18 C19 C24 80.4(2) . . . . ? C17 C18 C19 C20 86.0(3) . . . . ? C13 C18 C19 C20 -92.2(2) . . . . ? C24 C19 C20 C21 0.4(3) . . . . ? C18 C19 C20 C21 173.27(18) . . . . ? C19 C20 C21 C22 -1.1(3) . . . . ? C20 C21 C22 C23 1.2(3) . . . . ? C21 C22 C23 C24 -0.7(3) . . . . ? C22 C23 C24 C19 0.1(3) . . . . ? C22 C23 C24 O1 171.58(18) . . . . ? C20 C19 C24 C23 0.1(3) . . . . ? C18 C19 C24 C23 -172.79(18) . . . . ? C20 C19 C24 O1 -171.27(17) . . . . ? C18 C19 C24 O1 15.9(3) . . . . ? C1 O1 C24 C23 105.5(2) . . . . ? C1 O1 C24 C19 -82.8(2) . . . . ? _refine_diff_density_max 0.300 _refine_diff_density_min -0.244 _refine_diff_density_rms 0.051 _shelxl_version_number 2013-3 _iucr_refine_instructions_details ; TITL mo_d13137_0m in P2(1)/n CELL 0.71073 8.0403 23.2433 9.3718 90.000 110.490 90.000 ZERR 4.00 0.0013 0.0036 0.0015 0.000 0.004 0.000 LATT 1 SYMM -x+1/2, y+1/2, -z+1/2 SFAC C H O UNIT 96 64 4 TEMP -126.150 SIZE 0.030 0.160 0.380 ACTA L.S. 4 FMAP 2 PLAN 20 HTAB BOND $H CONF WGHT 0.028500 1.881300 FVAR 0.20133 O1 3 0.443232 0.123968 0.957208 11.00000 0.02187 0.03685 = 0.02585 -0.00141 0.00413 0.00523 C1 1 0.303346 0.147203 0.989459 11.00000 0.02130 0.01808 = 0.02841 -0.00125 0.00999 -0.00431 C2 1 0.342147 0.153489 1.145876 11.00000 0.03032 0.02503 = 0.02810 0.00116 0.00740 -0.00619 AFIX 43 H2A 2 0.452985 0.140154 1.214480 11.00000 -1.20000 AFIX 0 C3 1 0.223870 0.178490 1.202844 11.00000 0.04256 0.03180 = 0.02613 -0.00586 0.01484 -0.01150 AFIX 43 H3A 2 0.251209 0.181525 1.309726 11.00000 -1.20000 AFIX 0 C4 1 0.063769 0.199305 1.102513 11.00000 0.03485 0.03380 = 0.03824 -0.00829 0.02042 -0.00594 AFIX 43 H4A 2 -0.017968 0.217951 1.139788 11.00000 -1.20000 AFIX 0 C5 1 0.025012 0.192556 0.948149 11.00000 0.02477 0.02658 = 0.03603 -0.00363 0.01363 -0.00273 AFIX 43 H5A 2 -0.084803 0.206998 0.880472 11.00000 -1.20000 AFIX 0 C6 1 0.139940 0.165396 0.886308 11.00000 0.02277 0.01814 = 0.02731 -0.00160 0.01096 -0.00492 C7 1 0.070885 0.159348 0.716476 11.00000 0.01683 0.02252 = 0.02475 0.00066 0.00857 0.00051 C8 1 0.030262 0.209122 0.628186 11.00000 0.02416 0.02047 = 0.03455 0.00055 0.01377 0.00207 AFIX 43 H8A 2 0.063106 0.245530 0.675803 11.00000 -1.20000 AFIX 0 C9 1 -0.057325 0.206382 0.471948 11.00000 0.02752 0.02701 = 0.03218 0.00974 0.01469 0.00840 AFIX 43 H9A 2 -0.083290 0.240670 0.413075 11.00000 -1.20000 AFIX 0 C10 1 -0.106675 0.153617 0.402242 11.00000 0.02377 0.03389 = 0.02401 0.00356 0.00969 0.00468 AFIX 43 H10A 2 -0.168184 0.151554 0.295419 11.00000 -1.20000 AFIX 0 C11 1 -0.066361 0.103699 0.488305 11.00000 0.02045 0.02530 = 0.02722 -0.00083 0.00979 -0.00039 AFIX 43 H11A 2 -0.099029 0.067480 0.439545 11.00000 -1.20000 AFIX 0 C12 1 0.021289 0.105886 0.645128 11.00000 0.01705 0.02188 = 0.02388 0.00219 0.00911 0.00019 C13 1 0.067753 0.050990 0.732857 11.00000 0.02267 0.01929 = 0.01982 -0.00102 0.00529 -0.00206 C14 1 -0.057880 0.018137 0.766507 11.00000 0.02282 0.02682 = 0.02525 -0.00144 0.00821 -0.00326 AFIX 43 H14A 2 -0.177491 0.030950 0.735647 11.00000 -1.20000 AFIX 0 C15 1 -0.009465 -0.033330 0.845020 11.00000 0.03382 0.02606 = 0.02853 -0.00156 0.01171 -0.00983 AFIX 43 H15A 2 -0.096051 -0.055816 0.867216 11.00000 -1.20000 AFIX 0 C16 1 0.165173 -0.051985 0.891130 11.00000 0.03721 0.02219 = 0.02186 0.00181 0.00587 -0.00356 AFIX 43 H16A 2 0.198709 -0.086732 0.947271 11.00000 -1.20000 AFIX 0 C17 1 0.290735 -0.020133 0.855601 11.00000 0.02573 0.02349 = 0.02513 0.00012 0.00295 0.00041 AFIX 43 H17A 2 0.409706 -0.033505 0.885475 11.00000 -1.20000 AFIX 0 C18 1 0.243393 0.031382 0.776319 11.00000 0.02172 0.02021 = 0.02144 -0.00130 0.00470 -0.00192 C19 1 0.370211 0.066823 0.730082 11.00000 0.01703 0.02065 = 0.02802 0.00421 0.00597 0.00293 C20 1 0.399066 0.056076 0.594445 11.00000 0.02488 0.02561 = 0.03017 -0.00013 0.00890 0.00397 AFIX 43 H20A 2 0.346892 0.023186 0.535610 11.00000 -1.20000 AFIX 0 C21 1 0.503004 0.092766 0.544091 11.00000 0.02662 0.03785 = 0.03304 0.00692 0.01601 0.00996 AFIX 43 H21A 2 0.523167 0.084505 0.452201 11.00000 -1.20000 AFIX 0 C22 1 0.577181 0.141211 0.627030 11.00000 0.02381 0.03179 = 0.04743 0.01003 0.01731 0.00281 AFIX 43 H22A 2 0.646468 0.166718 0.591508 11.00000 -1.20000 AFIX 0 C23 1 0.550157 0.152413 0.761929 11.00000 0.01888 0.02341 = 0.04262 0.00141 0.00838 -0.00066 AFIX 43 H23A 2 0.601938 0.185467 0.820181 11.00000 -1.20000 AFIX 0 C24 1 0.447565 0.115425 0.812095 11.00000 0.01681 0.02594 = 0.02371 0.00252 0.00516 0.00355 HKLF 4 1 1 0 0 0 1 0 0 0 1 REM mo_d13137_0m in P2(1)/n REM R1 = 0.0577 for 3064 Fo > 4sig(Fo) and 0.0718 for all 3783 data REM 226 parameters refined using 0 restraints END WGHT 0.0287 1.9151 REM No hydrogen bonds found for HTAB generation REM Highest difference peak 0.300, deepest hole -0.244, 1-sigma level 0.051 Q1 1 0.0174 0.1054 0.5596 11.00000 0.05 0.30 Q2 1 0.0863 0.1312 0.6776 11.00000 0.05 0.27 Q3 1 -0.0712 0.1072 0.5799 11.00000 0.05 0.27 Q4 1 0.4458 0.0818 0.7829 11.00000 0.05 0.26 Q5 1 0.0519 0.2049 0.5389 11.00000 0.05 0.24 Q6 1 0.1210 0.1607 0.7942 11.00000 0.05 0.24 Q7 1 0.0397 0.0805 0.7017 11.00000 0.05 0.24 Q8 1 -0.0669 0.2060 0.5594 11.00000 0.05 0.24 Q9 1 0.2371 -0.0058 0.7616 11.00000 0.05 0.23 Q10 1 0.0070 0.1320 0.6963 11.00000 0.05 0.22 Q11 1 0.3101 0.0511 0.7600 11.00000 0.05 0.22 Q12 1 -0.1082 0.1794 0.4408 11.00000 0.05 0.21 Q13 1 -0.0329 0.1761 0.4329 11.00000 0.05 0.20 Q14 1 0.5245 0.1591 0.6642 11.00000 0.05 0.19 Q15 1 0.3549 0.0717 0.6438 11.00000 0.05 0.19 Q16 1 0.3330 0.1672 1.0698 11.00000 0.05 0.19 Q17 1 -0.0562 0.0234 0.5394 11.00000 0.05 0.19 Q18 1 0.3616 0.1013 0.7455 11.00000 0.05 0.19 Q19 1 0.0835 0.1816 0.6691 11.00000 0.05 0.19 Q20 1 0.1655 0.0471 0.7790 11.00000 0.05 0.18 ; _database_code_depnum_ccdc_archive 'CCDC 966458'