# Supplementary Material (ESI) for CrystEngComm
# This journal is (c) The Royal Society of Chemistry 2010
data_global
_journal_name_full CrystEngComm
_journal_coden_Cambridge 1350
_publ_contact_author_name 'Bishop, Roger'
_publ_contact_author_email r.bishop@unsw.edu.au
_publ_section_title
;
Design of a new inclusion host:
3,7-diphenylbicyclo[3.3.0]octane-endo-3,endo-7-diol
;
loop_
_publ_author_name
I.Chan
M.Bhadbhade
R.Bishop
# Attachment '- CCDC784997.cif.pdf'
data_isa22
_database_code_depnum_ccdc_archive 'CCDC 784997'
#TrackingRef '- CCDC784997.cif.pdf'
_audit_creation_method SHELXL-97
_chemical_name_systematic
;
?
;
_chemical_name_common ?
_chemical_melting_point ?
_chemical_formula_moiety ?
_chemical_formula_sum 'C20 H22 O2'
_chemical_formula_weight 294.38
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'
_symmetry_cell_setting Monoclinic
_symmetry_space_group_name_H-M P2(1)
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
_cell_length_a 5.977(2)
_cell_length_b 17.481(6)
_cell_length_c 14.845(5)
_cell_angle_alpha 90.00
_cell_angle_beta 93.708(6)
_cell_angle_gamma 90.00
_cell_volume 1547.8(9)
_cell_formula_units_Z 4
_cell_measurement_temperature 150(2)
_cell_measurement_reflns_used 735
_cell_measurement_theta_min 2.706
_cell_measurement_theta_max 19.359
_exptl_crystal_description plates
_exptl_crystal_colour colourless
_exptl_crystal_size_max 0.22
_exptl_crystal_size_mid 0.08
_exptl_crystal_size_min 0.04
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 1.263
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 632
_exptl_absorpt_coefficient_mu 0.080
_exptl_absorpt_correction_type Multi-scan
_exptl_absorpt_correction_T_min 0.9827
_exptl_absorpt_correction_T_max 0.9968
_exptl_absorpt_process_details '(SADABS; Sheldrick, 2003)'
_exptl_special_details
;
?
;
_diffrn_ambient_temperature 150(2)
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_type MoK\a
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_monochromator graphite
_diffrn_measurement_device_type 'Bruker kappa APEXII CCD Area Detector'
_diffrn_measurement_method '\f scans, and \w scans with \k offsets'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number 8006
_diffrn_reflns_av_R_equivalents 0.0838
_diffrn_reflns_av_sigmaI/netI 0.1682
_diffrn_reflns_limit_h_min -7
_diffrn_reflns_limit_h_max 7
_diffrn_reflns_limit_k_min -20
_diffrn_reflns_limit_k_max 20
_diffrn_reflns_limit_l_min -17
_diffrn_reflns_limit_l_max 16
_diffrn_reflns_theta_min 2.99
_diffrn_reflns_theta_max 24.99
_reflns_number_total 5139
_reflns_number_gt 2980
_reflns_threshold_expression >2sigma(I)
_computing_data_collection
;
APEX2(Bruker, 2007, Bruker AXS Inc., Madison, USA)
;
_computing_cell_refinement
;
APEX2(Bruker, 2007, Bruker AXS Inc.,Madison, USA)
;
_computing_data_reduction
;
APEX2(Bruker, 2007, Bruker AXS Inc., Madison, USA)
;
_computing_structure_solution 'SHELXS-97. Sheldrick, G. M.2008)'
_computing_structure_refinement 'SHELXL-97. Sheldrick, G. M.(2008)'
_computing_molecular_graphics 'SHELXTL-Plus. Sheldrick, G. M.(2008)'
_refine_special_details
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type full
_refine_ls_weighting_scheme calc
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1000P)^2^+0.8549P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens geom
_refine_ls_hydrogen_treatment mixed
_refine_ls_extinction_method none
_refine_ls_extinction_coef ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack -1(2)
_refine_ls_number_reflns 5139
_refine_ls_number_parameters 560
_refine_ls_number_restraints 1
_refine_ls_R_factor_all 0.1369
_refine_ls_R_factor_gt 0.0668
_refine_ls_wR_factor_ref 0.1957
_refine_ls_wR_factor_gt 0.1467
_refine_ls_goodness_of_fit_ref 0.850
_refine_ls_restrained_S_all 0.850
_refine_ls_shift/su_max 0.000
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1A O 0.7195(6) 0.1021(2) 0.2829(3) 0.0302(10) Uani 1 1 d . . .
O2A O 0.8148(6) 0.0934(3) 0.1120(3) 0.0308(10) Uani 1 1 d . . .
C1A C 0.8416(9) 0.0460(4) 0.3372(4) 0.0263(14) Uani 1 1 d . . .
C2A C 1.0952(9) 0.0624(5) 0.3361(5) 0.0345(17) Uani 1 1 d . . .
C3A C 1.1794(10) 0.0234(4) 0.2537(5) 0.0340(16) Uani 1 1 d . . .
C4A C 1.2039(10) 0.0702(5) 0.1675(4) 0.0412(18) Uani 1 1 d . . .
H4A1 H 1.1953 0.1256 0.1810 0.049 Uiso 1 1 calc R . .
H4A2 H 1.3506 0.0597 0.1427 0.049 Uiso 1 1 calc R . .
C5A C 1.0142(9) 0.0474(4) 0.0995(4) 0.0286(15) Uani 1 1 d . . .
C6A C 0.9537(11) -0.0340(4) 0.1260(4) 0.0320(16) Uani 1 1 d . . .
C7A C 1.0115(9) -0.0422(4) 0.2284(4) 0.0306(15) Uani 1 1 d . . .
C8A C 0.8166(10) -0.0315(4) 0.2909(5) 0.0292(15) Uani 1 1 d . . .
C9A C 0.7600(9) 0.0498(4) 0.4312(4) 0.0271(14) Uani 1 1 d . . .
C10A C 0.8482(11) 0.0013(4) 0.4988(5) 0.0397(17) Uani 1 1 d . . .
C11A C 0.7824(12) 0.0055(5) 0.5864(5) 0.0432(19) Uani 1 1 d . . .
C12A C 0.6246(11) 0.0569(5) 0.6073(5) 0.0443(19) Uani 1 1 d . . .
C13A C 0.5355(12) 0.1068(5) 0.5423(5) 0.048(2) Uani 1 1 d . . .
C14A C 0.6030(10) 0.1025(4) 0.4546(4) 0.0342(16) Uani 1 1 d . . .
C15A C 1.0594(9) 0.0557(3) -0.0002(4) 0.0252(14) Uani 1 1 d . . .
C16A C 0.8963(11) 0.0328(4) -0.0652(5) 0.0305(16) Uani 1 1 d . . .
C17A C 0.9299(11) 0.0379(4) -0.1560(5) 0.0347(17) Uani 1 1 d . . .
C18A C 1.1266(10) 0.0676(4) -0.1834(4) 0.0341(16) Uani 1 1 d . . .
H18A H 1.1497 0.0718 -0.2459 0.041 Uiso 1 1 calc R . .
C19A C 1.2899(10) 0.0912(4) -0.1205(4) 0.0343(16) Uani 1 1 d . . .
C20A C 1.2590(10) 0.0838(4) -0.0289(4) 0.0296(15) Uani 1 1 d . . .
H1OA H 0.742(18) 0.090(8) 0.209(7) 0.14(4) Uiso 1 1 d . . .
H2OA H 0.840(19) 0.158(8) 0.092(8) 0.15(4) Uiso 1 1 d . . .
H3A H 1.319(11) -0.001(4) 0.266(4) 0.042(19) Uiso 1 1 d . . .
H7A H 1.078(11) -0.101(4) 0.247(4) 0.05(2) Uiso 1 1 d . . .
H10A H 0.950(9) -0.034(4) 0.484(4) 0.017(15) Uiso 1 1 d . . .
H11A H 0.841(9) -0.030(4) 0.633(4) 0.022(15) Uiso 1 1 d . . .
H12A H 0.582(12) 0.059(5) 0.677(6) 0.08(3) Uiso 1 1 d . . .
H13A H 0.417(10) 0.146(4) 0.555(4) 0.038(18) Uiso 1 1 d . . .
H14A H 0.554(9) 0.139(3) 0.413(4) 0.019(15) Uiso 1 1 d . . .
H16A H 0.770(10) 0.014(3) -0.051(4) 0.021(16) Uiso 1 1 d . . .
H17A H 0.816(11) 0.031(4) -0.196(4) 0.040(19) Uiso 1 1 d . . .
H19A H 1.438(15) 0.108(6) -0.139(6) 0.10(3) Uiso 1 1 d . . .
H20A H 1.406(11) 0.096(5) 0.017(4) 0.06(2) Uiso 1 1 d . . .
H21A H 1.178(9) 0.038(3) 0.394(4) 0.019(14) Uiso 1 1 d . . .
H22A H 1.122(11) 0.123(5) 0.335(4) 0.05(2) Uiso 1 1 d . . .
H61A H 1.049(10) -0.070(4) 0.094(4) 0.031(17) Uiso 1 1 d . . .
H62A H 0.786(12) -0.041(4) 0.110(4) 0.045(19) Uiso 1 1 d . . .
H81A H 0.809(10) -0.073(4) 0.338(4) 0.036(18) Uiso 1 1 d . . .
H82A H 0.662(9) -0.039(3) 0.261(3) 0.017(14) Uiso 1 1 d . . .
O1B O 0.8466(7) 0.2509(3) 0.2677(3) 0.0297(10) Uani 1 1 d . . .
O2B O 0.8585(6) 0.2515(3) 0.0896(3) 0.0295(10) Uani 1 1 d . . .
C1B C 0.7102(9) 0.3072(4) 0.3069(4) 0.0281(15) Uani 1 1 d . . .
C2B C 0.4641(11) 0.2907(5) 0.2839(5) 0.0318(15) Uani 1 1 d . . .
C3B C 0.4143(10) 0.3180(4) 0.1863(4) 0.0293(15) Uani 1 1 d . . .
C4B C 0.4570(10) 0.2595(4) 0.1116(4) 0.0287(14) Uani 1 1 d . . .
C5B C 0.6533(9) 0.2899(3) 0.0583(4) 0.0249(14) Uani 1 1 d . . .
C6B C 0.6702(11) 0.3753(4) 0.0818(5) 0.0315(15) Uani 1 1 d . . .
C7B C 0.5814(10) 0.3848(4) 0.1758(4) 0.0315(15) Uani 1 1 d . . .
C8B C 0.7484(10) 0.3816(4) 0.2590(4) 0.0297(15) Uani 1 1 d . . .
C9B C 0.7735(10) 0.3096(4) 0.4095(4) 0.0260(14) Uani 1 1 d . . .
C10B C 0.6423(12) 0.3492(4) 0.4677(5) 0.0393(17) Uani 1 1 d . . .
C11B C 0.6974(12) 0.3495(4) 0.5593(5) 0.0403(18) Uani 1 1 d . . .
C12B C 0.8843(12) 0.3106(4) 0.5953(5) 0.0427(18) Uani 1 1 d . . .
C13B C 1.0176(12) 0.2736(4) 0.5380(5) 0.0404(17) Uani 1 1 d . . .
C14B C 0.9623(11) 0.2732(4) 0.4457(5) 0.0375(17) Uani 1 1 d . . .
C15B C 0.6211(9) 0.2763(3) -0.0424(4) 0.0231(13) Uani 1 1 d . . .
C16B C 0.4216(10) 0.2994(4) -0.0889(4) 0.0312(16) Uani 1 1 d . . .
C17B C 0.3865(11) 0.2889(4) -0.1812(4) 0.0363(17) Uani 1 1 d . . .
C18B C 0.5504(11) 0.2553(4) -0.2284(5) 0.0387(17) Uani 1 1 d . . .
C19B C 0.7483(10) 0.2329(4) -0.1852(4) 0.0339(16) Uani 1 1 d . . .
C20B C 0.7837(10) 0.2429(4) -0.0923(4) 0.0290(15) Uani 1 1 d . . .
H3B H 0.243(10) 0.333(4) 0.179(4) 0.028(15) Uiso 1 1 d . . .
H7B H 0.511(9) 0.430(4) 0.174(4) 0.025(16) Uiso 1 1 d . . .
H10B H 0.510(14) 0.386(5) 0.440(6) 0.08(3) Uiso 1 1 d . . .
H11B H 0.565(16) 0.367(6) 0.601(6) 0.11(3) Uiso 1 1 d . . .
H12B H 0.922(10) 0.299(4) 0.667(5) 0.042(18) Uiso 1 1 d . . .
H13B H 1.162(12) 0.242(4) 0.558(4) 0.06(2) Uiso 1 1 d . . .
H14B H 1.039(10) 0.242(4) 0.410(4) 0.037(19) Uiso 1 1 d . . .
H16B H 0.299(10) 0.319(4) -0.052(4) 0.038(18) Uiso 1 1 d . . .
H17B H 0.241(11) 0.303(4) -0.211(4) 0.038(18) Uiso 1 1 d . . .
H18B H 0.543(11) 0.247(4) -0.291(5) 0.05(2) Uiso 1 1 d . . .
H19B H 0.881(10) 0.209(4) -0.219(4) 0.034(17) Uiso 1 1 d . . .
H20B H 0.927(9) 0.227(3) -0.067(3) 0.016(14) Uiso 1 1 d . . .
H21B H 0.433(9) 0.237(4) 0.285(4) 0.020(15) Uiso 1 1 d . . .
H22B H 0.385(10) 0.318(4) 0.320(4) 0.025(17) Uiso 1 1 d . . .
H41B H 0.501(8) 0.209(4) 0.140(4) 0.019(14) Uiso 1 1 d . . .
H42B H 0.329(9) 0.252(4) 0.069(4) 0.024(15) Uiso 1 1 d . . .
H62B H 0.822(11) 0.400(4) 0.070(4) 0.035(17) Uiso 1 1 d . . .
H81B H 0.909(11) 0.389(4) 0.236(4) 0.047(19) Uiso 1 1 d . . .
H82B H 0.728(8) 0.428(3) 0.302(3) 0.015(14) Uiso 1 1 d . . .
H1OB H 0.808(15) 0.210(6) 0.278(6) 0.08(4) Uiso 1 1 d . . .
H2OB H 0.909(19) 0.267(8) 0.162(8) 0.15(5) Uiso 1 1 d . . .
H61B H 0.577(12) 0.406(4) 0.042(5) 0.053 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
O1A 0.032(2) 0.027(3) 0.032(2) 0.004(2) 0.0037(17) 0.005(2)
O2A 0.028(2) 0.037(3) 0.028(2) -0.002(2) 0.0025(17) 0.011(2)
C1A 0.021(3) 0.026(4) 0.032(4) 0.006(3) 0.004(2) 0.000(3)
C2A 0.019(3) 0.039(5) 0.046(5) -0.007(4) 0.002(3) -0.007(3)
C3A 0.017(3) 0.043(4) 0.042(4) 0.008(3) 0.001(3) 0.002(3)
C4A 0.034(3) 0.059(5) 0.030(4) 0.009(4) -0.004(3) -0.010(4)
C5A 0.019(3) 0.031(4) 0.035(4) -0.008(3) -0.002(3) 0.003(3)
C6A 0.038(4) 0.029(4) 0.031(4) 0.003(3) 0.013(3) 0.001(3)
C7A 0.028(3) 0.027(4) 0.038(4) 0.001(3) 0.010(3) 0.009(3)
C8A 0.021(3) 0.027(4) 0.040(4) 0.001(3) 0.008(3) -0.001(3)
C9A 0.025(3) 0.028(4) 0.027(4) -0.005(3) -0.001(2) -0.004(3)
C10A 0.037(4) 0.037(4) 0.045(5) 0.003(4) 0.004(3) 0.003(4)
C11A 0.051(4) 0.048(5) 0.031(4) 0.005(4) 0.001(3) 0.005(4)
C12A 0.045(4) 0.064(6) 0.025(4) -0.003(4) 0.004(3) 0.010(4)
C13A 0.045(4) 0.059(5) 0.042(5) -0.007(4) 0.001(3) 0.021(4)
C14A 0.034(3) 0.042(5) 0.026(4) 0.002(4) -0.002(3) 0.000(3)
C15A 0.031(3) 0.021(3) 0.024(3) -0.001(3) 0.003(3) 0.003(3)
C16A 0.021(3) 0.029(4) 0.042(4) 0.002(3) 0.002(3) -0.001(3)
C17A 0.038(4) 0.039(5) 0.027(4) -0.001(3) 0.000(3) 0.009(3)
C18A 0.034(3) 0.035(4) 0.035(4) -0.001(3) 0.012(3) 0.003(3)
C19A 0.034(3) 0.032(4) 0.038(4) -0.003(3) 0.007(3) 0.003(3)
C20A 0.030(3) 0.022(4) 0.037(4) -0.001(3) 0.006(3) 0.002(3)
O1B 0.035(2) 0.026(3) 0.029(3) -0.004(2) 0.0072(18) 0.001(2)
O2B 0.024(2) 0.034(3) 0.031(2) 0.006(2) 0.0024(16) 0.004(2)
C1B 0.026(3) 0.028(4) 0.031(4) 0.000(3) 0.007(3) -0.005(3)
C2B 0.030(3) 0.031(4) 0.034(4) -0.005(3) 0.006(3) -0.004(3)
C3B 0.022(3) 0.033(4) 0.033(4) 0.000(3) 0.004(3) 0.002(3)
C4B 0.020(3) 0.030(4) 0.036(4) -0.001(3) 0.000(3) -0.006(3)
C5B 0.019(3) 0.024(4) 0.031(4) 0.000(3) 0.003(2) 0.004(3)
C6B 0.032(3) 0.029(4) 0.034(4) 0.004(3) 0.006(3) -0.005(3)
C7B 0.032(3) 0.023(4) 0.040(4) 0.000(3) 0.002(3) 0.009(3)
C8B 0.032(4) 0.026(4) 0.032(4) -0.002(3) 0.006(3) -0.004(3)
C9B 0.031(3) 0.021(3) 0.027(3) -0.004(3) 0.007(3) -0.005(3)
C10B 0.046(4) 0.033(4) 0.039(4) -0.007(3) 0.008(3) 0.006(3)
C11B 0.050(4) 0.039(4) 0.034(4) -0.007(3) 0.017(3) -0.004(4)
C12B 0.049(4) 0.040(5) 0.040(5) 0.003(4) 0.002(4) -0.010(4)
C13B 0.041(4) 0.044(5) 0.036(4) -0.004(3) -0.004(3) 0.006(3)
C14B 0.040(4) 0.037(5) 0.035(4) -0.012(3) 0.004(3) -0.002(3)
C15B 0.030(3) 0.015(3) 0.025(3) 0.006(3) 0.003(2) -0.001(3)
C16B 0.024(3) 0.033(4) 0.037(4) 0.004(3) 0.005(3) 0.008(3)
C17B 0.036(4) 0.037(4) 0.035(4) 0.011(3) -0.003(3) -0.005(3)
C18B 0.041(4) 0.042(4) 0.034(4) 0.013(4) 0.004(3) 0.005(4)
C19B 0.037(4) 0.040(4) 0.025(4) -0.001(3) 0.007(3) -0.001(3)
C20B 0.022(3) 0.031(4) 0.034(4) 0.008(3) 0.002(3) 0.002(3)
_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
O1A C1A 1.437(7) . ?
O2A C5A 1.459(7) . ?
C1A C9A 1.510(8) . ?
C1A C8A 1.522(9) . ?
C1A C2A 1.544(8) . ?
C2A C3A 1.514(9) . ?
C3A C4A 1.535(9) . ?
C3A C7A 1.554(10) . ?
C4A C5A 1.522(8) . ?
C5A C6A 1.527(9) . ?
C5A C15A 1.528(8) . ?
C6A C7A 1.544(9) . ?
C7A C8A 1.547(8) . ?
C9A C14A 1.376(9) . ?
C9A C10A 1.391(9) . ?
C10A C11A 1.383(10) . ?
C11A C12A 1.353(10) . ?
C12A C13A 1.381(10) . ?
C13A C14A 1.390(9) . ?
C15A C20A 1.383(8) . ?
C15A C16A 1.386(8) . ?
C16A C17A 1.378(9) . ?
C17A C18A 1.371(9) . ?
C18A C19A 1.371(9) . ?
C19A C20A 1.389(8) . ?
O1B C1B 1.426(8) . ?
O2B C5B 1.448(7) . ?
C1B C8B 1.507(9) . ?
C1B C2B 1.516(8) . ?
C1B C9B 1.545(8) . ?
C2B C3B 1.537(9) . ?
C3B C4B 1.542(9) . ?
C3B C7B 1.551(9) . ?
C4B C5B 1.551(8) . ?
C5B C15B 1.515(8) . ?
C5B C6B 1.534(9) . ?
C6B C7B 1.535(9) . ?
C7B C8B 1.538(9) . ?
C9B C14B 1.375(9) . ?
C9B C10B 1.388(9) . ?
C10B C11B 1.379(10) . ?
C11B C12B 1.385(10) . ?
C12B C13B 1.365(10) . ?
C13B C14B 1.388(9) . ?
C15B C20B 1.388(8) . ?
C15B C16B 1.398(8) . ?
C16B C17B 1.384(9) . ?
C17B C18B 1.373(9) . ?
C18B C19B 1.366(9) . ?
C19B C20B 1.393(9) . ?
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
O1A C1A C9A 107.8(5) . . ?
O1A C1A C8A 108.8(5) . . ?
C9A C1A C8A 115.4(5) . . ?
O1A C1A C2A 109.3(5) . . ?
C9A C1A C2A 112.2(5) . . ?
C8A C1A C2A 103.2(5) . . ?
C3A C2A C1A 107.6(5) . . ?
C2A C3A C4A 119.2(7) . . ?
C2A C3A C7A 106.5(5) . . ?
C4A C3A C7A 106.6(5) . . ?
C5A C4A C3A 107.9(5) . . ?
O2A C5A C4A 110.5(5) . . ?
O2A C5A C6A 105.7(5) . . ?
C4A C5A C6A 104.6(5) . . ?
O2A C5A C15A 105.6(4) . . ?
C4A C5A C15A 116.6(5) . . ?
C6A C5A C15A 113.4(5) . . ?
C5A C6A C7A 107.4(5) . . ?
C6A C7A C8A 116.7(5) . . ?
C6A C7A C3A 105.7(5) . . ?
C8A C7A C3A 105.3(5) . . ?
C1A C8A C7A 108.9(5) . . ?
C14A C9A C10A 117.3(6) . . ?
C14A C9A C1A 122.0(6) . . ?
C10A C9A C1A 120.7(5) . . ?
C11A C10A C9A 121.9(7) . . ?
C12A C11A C10A 119.6(7) . . ?
C11A C12A C13A 120.2(7) . . ?
C12A C13A C14A 119.9(7) . . ?
C9A C14A C13A 121.1(6) . . ?
C20A C15A C16A 118.0(6) . . ?
C20A C15A C5A 122.9(5) . . ?
C16A C15A C5A 119.1(5) . . ?
C17A C16A C15A 121.5(6) . . ?
C18A C17A C16A 119.8(6) . . ?
C17A C18A C19A 119.9(6) . . ?
C18A C19A C20A 120.3(6) . . ?
C15A C20A C19A 120.5(6) . . ?
O1B C1B C8B 107.2(5) . . ?
O1B C1B C2B 110.4(6) . . ?
C8B C1B C2B 103.4(5) . . ?
O1B C1B C9B 108.1(5) . . ?
C8B C1B C9B 114.0(5) . . ?
C2B C1B C9B 113.5(5) . . ?
C1B C2B C3B 106.2(5) . . ?
C2B C3B C4B 116.2(6) . . ?
C2B C3B C7B 104.0(5) . . ?
C4B C3B C7B 106.9(5) . . ?
C3B C4B C5B 107.7(5) . . ?
O2B C5B C15B 107.2(4) . . ?
O2B C5B C6B 109.6(5) . . ?
C15B C5B C6B 112.3(5) . . ?
O2B C5B C4B 109.3(5) . . ?
C15B C5B C4B 113.5(5) . . ?
C6B C5B C4B 105.0(5) . . ?
C7B C6B C5B 106.9(5) . . ?
C6B C7B C8B 118.8(5) . . ?
C6B C7B C3B 105.8(5) . . ?
C8B C7B C3B 106.3(5) . . ?
C1B C8B C7B 107.5(5) . . ?
C14B C9B C10B 118.0(6) . . ?
C14B C9B C1B 121.0(5) . . ?
C10B C9B C1B 121.0(6) . . ?
C11B C10B C9B 120.5(7) . . ?
C10B C11B C12B 121.0(7) . . ?
C13B C12B C11B 118.7(7) . . ?
C12B C13B C14B 120.4(7) . . ?
C9B C14B C13B 121.4(7) . . ?
C20B C15B C16B 117.5(6) . . ?
C20B C15B C5B 123.0(5) . . ?
C16B C15B C5B 119.5(5) . . ?
C17B C16B C15B 121.3(6) . . ?
C18B C17B C16B 119.6(7) . . ?
C19B C18B C17B 120.5(7) . . ?
C18B C19B C20B 120.0(6) . . ?
C15B C20B C19B 121.0(6) . . ?
_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full 24.99
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max 0.208
_refine_diff_density_min -0.209
_refine_diff_density_rms 0.051
# Attachment 'Isa28_Deposition.cif'
data_isa28trial1
_database_code_depnum_ccdc_archive 'CCDC 784998'
#TrackingRef 'Isa28_Deposition.cif'
_audit_creation_method SHELXL-97
_chemical_name_systematic
;
?
;
_chemical_name_common ?
_chemical_melting_point ?
_chemical_formula_moiety ?
_chemical_formula_sum 'C21 H26 O3'
_chemical_formula_weight 326.42
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'
_symmetry_cell_setting Triclinic
_symmetry_space_group_name_H-M P-1
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
_cell_length_a 10.9252(11)
_cell_length_b 12.8444(11)
_cell_length_c 12.9669(13)
_cell_angle_alpha 81.473(4)
_cell_angle_beta 85.560(4)
_cell_angle_gamma 82.793(4)
_cell_volume 1782.1(3)
_cell_formula_units_Z 4
_cell_measurement_temperature 150(2)
_cell_measurement_reflns_used 2254
_cell_measurement_theta_min 3.18
_cell_measurement_theta_max 20.07
_exptl_crystal_description Plates
_exptl_crystal_colour colourless
_exptl_crystal_size_max 0.38
_exptl_crystal_size_mid 0.11
_exptl_crystal_size_min 0.02
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 1.217
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 704
_exptl_absorpt_coefficient_mu 0.080
_exptl_absorpt_correction_type Multi-scan
_exptl_absorpt_correction_T_min 0.9700
_exptl_absorpt_correction_T_max 0.9982
_exptl_absorpt_process_details '(SADABS; Sheldrick, 2003)'
_exptl_special_details
;
?
;
_diffrn_ambient_temperature 150(2)
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_type MoK\a
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_monochromator graphite
_diffrn_measurement_device_type 'Bruker kappa APEXII CCD Area Detector'
_diffrn_measurement_method '\f scans, and \w scans with \k offsets'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number 0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time 0
_diffrn_standards_decay_% 0
_diffrn_reflns_number 25098
_diffrn_reflns_av_R_equivalents 0.0901
_diffrn_reflns_av_sigmaI/netI 0.1208
_diffrn_reflns_limit_h_min -12
_diffrn_reflns_limit_h_max 12
_diffrn_reflns_limit_k_min -15
_diffrn_reflns_limit_k_max 15
_diffrn_reflns_limit_l_min -15
_diffrn_reflns_limit_l_max 15
_diffrn_reflns_theta_min 1.61
_diffrn_reflns_theta_max 25.00
_reflns_number_total 6265
_reflns_number_gt 2714
_reflns_threshold_expression >2sigma(I)
_computing_data_collection
;
APEX2(Bruker, 2007, Bruker AXS Inc., Madison, USA)
;
_computing_cell_refinement
;
APEX2(Bruker, 2007, Bruker AXS Inc.,Madison, USA)
;
_computing_data_reduction
;
APEX2(Bruker, 2007, Bruker AXS Inc., Madison, USA)
;
_computing_structure_solution 'SHELXS-97. Sheldrick, G. M. (2008)'
_computing_structure_refinement 'SHELXL-97. Sheldrick, G. M. (2008)'
_computing_molecular_graphics 'SHELXTL-Plus. Sheldrick, G. M. (2008)'
_refine_special_details
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type full
_refine_ls_weighting_scheme calc
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1000P)^2^+0.1762P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens geom
_refine_ls_hydrogen_treatment mixed
_refine_ls_extinction_method none
_refine_ls_extinction_coef ?
_refine_ls_number_reflns 6265
_refine_ls_number_parameters 641
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.1689
_refine_ls_R_factor_gt 0.0520
_refine_ls_wR_factor_ref 0.1929
_refine_ls_wR_factor_gt 0.1187
_refine_ls_goodness_of_fit_ref 0.895
_refine_ls_restrained_S_all 0.895
_refine_ls_shift/su_max 0.000
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1A O 0.1750(2) 0.66073(19) 1.12201(19) 0.0304(7) Uani 1 1 d . . .
O2A O -0.0329(2) 0.6571(2) 0.8557(2) 0.0336(7) Uani 1 1 d . . .
C1A C 0.3002(3) 0.6791(3) 1.0872(3) 0.0279(9) Uani 1 1 d . . .
C2A C 0.2992(4) 0.7770(3) 1.0032(3) 0.0295(9) Uani 1 1 d . . .
C3A C 0.2637(3) 0.7417(3) 0.9027(3) 0.0294(9) Uani 1 1 d . . .
C4A C 0.1262(4) 0.7624(3) 0.8823(3) 0.0300(9) Uani 1 1 d . . .
C5A C 0.0982(3) 0.6648(3) 0.8376(3) 0.0272(9) Uani 1 1 d . . .
C6A C 0.1740(4) 0.5760(3) 0.9048(3) 0.0304(10) Uani 1 1 d . . .
C7A C 0.2960(3) 0.6185(3) 0.9179(3) 0.0292(9) Uani 1 1 d . . .
C8A C 0.3504(4) 0.5895(3) 1.0247(3) 0.0311(10) Uani 1 1 d . . .
C9A C 0.3715(3) 0.6840(3) 1.1822(3) 0.0310(9) Uani 1 1 d . . .
C10A C 0.3834(4) 0.7790(3) 1.2169(3) 0.0396(11) Uani 1 1 d . . .
C11A C 0.4429(4) 0.7813(4) 1.3063(3) 0.0467(12) Uani 1 1 d . . .
C12A C 0.4916(4) 0.6890(4) 1.3633(4) 0.0481(12) Uani 1 1 d . . .
C13A C 0.4805(4) 0.5947(4) 1.3303(4) 0.0514(13) Uani 1 1 d . . .
C14A C 0.4212(4) 0.5923(3) 1.2415(4) 0.0470(12) Uani 1 1 d . . .
C15A C 0.1313(3) 0.6720(3) 0.7212(3) 0.0303(9) Uani 1 1 d . . .
C16A C 0.2205(4) 0.6042(3) 0.6759(3) 0.0393(10) Uani 1 1 d . . .
C17A C 0.2452(4) 0.6155(4) 0.5688(3) 0.0489(12) Uani 1 1 d . . .
C18A C 0.1812(4) 0.6954(3) 0.5038(3) 0.0449(11) Uani 1 1 d . . .
C19A C 0.0911(4) 0.7630(3) 0.5477(3) 0.0463(12) Uani 1 1 d . . .
C20A C 0.0668(4) 0.7519(3) 0.6543(3) 0.0416(11) Uani 1 1 d . . .
O1B O 0.1840(2) 0.16916(19) 1.1141(2) 0.0333(7) Uani 1 1 d . . .
O2B O -0.0240(2) 0.1720(2) 0.8324(2) 0.0436(8) Uani 1 1 d . . .
C1B C 0.3101(3) 0.1843(3) 1.0764(3) 0.0306(9) Uani 1 1 d . . .
C2B C 0.3088(4) 0.2824(3) 0.9924(3) 0.0317(10) Uani 1 1 d . . .
C3B C 0.2740(3) 0.2476(3) 0.8918(3) 0.0304(9) Uani 1 1 d . . .
C4B C 0.1373(4) 0.2718(3) 0.8667(4) 0.0347(10) Uani 1 1 d . . .
C5B C 0.1074(3) 0.1729(3) 0.8234(3) 0.0331(10) Uani 1 1 d . . .
C6B C 0.1753(4) 0.0849(3) 0.8981(3) 0.0328(10) Uani 1 1 d . . .
C7B C 0.2996(4) 0.1240(3) 0.9080(3) 0.0329(10) Uani 1 1 d . . .
C8B C 0.3561(4) 0.0937(3) 1.0138(3) 0.0357(10) Uani 1 1 d . . .
C9B C 0.3846(3) 0.1878(3) 1.1698(3) 0.0323(10) Uani 1 1 d . . .
C10B C 0.3809(4) 0.2802(3) 1.2146(3) 0.0394(11) Uani 1 1 d . . .
C11B C 0.4478(5) 0.2836(4) 1.3000(3) 0.0492(12) Uani 1 1 d . . .
C12B C 0.5212(4) 0.1944(4) 1.3427(4) 0.0456(11) Uani 1 1 d . . .
C13B C 0.5244(4) 0.1024(4) 1.3009(4) 0.0467(12) Uani 1 1 d . . .
C14B C 0.4576(4) 0.0987(3) 1.2154(3) 0.0410(11) Uani 1 1 d . . .
C15B C 0.1546(3) 0.1687(3) 0.7095(3) 0.0336(10) Uani 1 1 d . . .
C16B C 0.1619(4) 0.0739(3) 0.6691(3) 0.0413(11) Uani 1 1 d . . .
C17B C 0.2027(4) 0.0654(4) 0.5665(3) 0.0502(12) Uani 1 1 d . . .
C18B C 0.2358(4) 0.1536(4) 0.5009(4) 0.0581(13) Uani 1 1 d . . .
C19B C 0.2276(5) 0.2470(4) 0.5384(4) 0.0610(14) Uani 1 1 d . . .
C20B C 0.1871(4) 0.2557(4) 0.6412(4) 0.0501(12) Uani 1 1 d . . .
O1C O 0.1180(3) -0.0097(2) 0.2191(2) 0.0579(10) Uani 1 1 d . . .
C1C C 0.1543(6) -0.0189(5) 0.3212(4) 0.0553(14) Uani 1 1 d . . .
O1D O 0.1114(3) 0.4868(2) 0.2422(2) 0.0608(10) Uani 1 1 d . . .
C1D C 0.0960(7) 0.4976(5) 0.3480(4) 0.0653(16) Uani 1 1 d . . .
H1A4 H 0.106(3) 0.832(2) 0.835(2) 0.028(9) Uiso 1 1 d . . .
H2A4 H 0.078(3) 0.766(2) 0.953(3) 0.036(10) Uiso 1 1 d . . .
H3A H 0.311(3) 0.774(2) 0.844(2) 0.020(9) Uiso 1 1 d . . .
H2A2 H 0.243(3) 0.846(3) 1.022(3) 0.047(11) Uiso 1 1 d . . .
H1A6 H 0.183(3) 0.507(2) 0.878(2) 0.025(9) Uiso 1 1 d . . .
H2A6 H 0.129(3) 0.561(2) 0.969(2) 0.013(8) Uiso 1 1 d . . .
H7A H 0.359(3) 0.596(2) 0.861(2) 0.019(8) Uiso 1 1 d . . .
H7B H 0.357(3) 0.099(2) 0.852(2) 0.024(9) Uiso 1 1 d . . .
H3B H 0.325(3) 0.281(2) 0.834(3) 0.028(9) Uiso 1 1 d . . .
H2B4 H 0.088(3) 0.274(2) 0.930(2) 0.021(9) Uiso 1 1 d . . .
H1B4 H 0.115(3) 0.337(3) 0.816(3) 0.046(11) Uiso 1 1 d . . .
H2B6 H 0.125(3) 0.083(2) 0.968(3) 0.034(10) Uiso 1 1 d . . .
H1B6 H 0.180(3) 0.017(3) 0.874(3) 0.045(11) Uiso 1 1 d . . .
H2B8 H 0.332(3) 0.025(3) 1.046(3) 0.032(10) Uiso 1 1 d . . .
H1B8 H 0.447(4) 0.091(3) 1.005(3) 0.043(11) Uiso 1 1 d . . .
H2A8 H 0.329(3) 0.522(3) 1.062(3) 0.030(10) Uiso 1 1 d . . .
H1A8 H 0.443(4) 0.585(3) 1.015(3) 0.048(12) Uiso 1 1 d . . .
H1A2 H 0.376(4) 0.801(3) 0.996(3) 0.044(12) Uiso 1 1 d . . .
H2B2 H 0.251(3) 0.343(2) 1.011(2) 0.017(8) Uiso 1 1 d . . .
H1B2 H 0.391(4) 0.298(3) 0.982(3) 0.038(11) Uiso 1 1 d . . .
H14B H 0.462(3) 0.031(3) 1.183(3) 0.036(10) Uiso 1 1 d . . .
H10B H 0.323(3) 0.338(3) 1.188(3) 0.045(12) Uiso 1 1 d . . .
H11B H 0.450(4) 0.351(3) 1.328(3) 0.058(13) Uiso 1 1 d . . .
H12B H 0.569(4) 0.198(3) 1.403(3) 0.047(12) Uiso 1 1 d . . .
H13B H 0.576(3) 0.041(3) 1.332(3) 0.037(10) Uiso 1 1 d . . .
H11A H 0.452(3) 0.849(3) 1.327(3) 0.040(11) Uiso 1 1 d . . .
H10A H 0.348(3) 0.841(3) 1.181(3) 0.044(12) Uiso 1 1 d . . .
H12A H 0.525(3) 0.692(3) 1.426(3) 0.044(12) Uiso 1 1 d . . .
H16A H 0.266(3) 0.543(3) 0.718(3) 0.038(10) Uiso 1 1 d . . .
H18A H 0.204(3) 0.702(3) 0.425(3) 0.043(11) Uiso 1 1 d . . .
H14A H 0.410(4) 0.534(3) 1.215(3) 0.053(13) Uiso 1 1 d . . .
H13A H 0.516(4) 0.533(3) 1.370(3) 0.049(12) Uiso 1 1 d . . .
H20A H 0.004(4) 0.799(3) 0.687(3) 0.062(13) Uiso 1 1 d . . .
H19A H 0.043(4) 0.819(3) 0.502(3) 0.061(13) Uiso 1 1 d . . .
H19B H 0.247(4) 0.315(3) 0.493(3) 0.063(13) Uiso 1 1 d . . .
H20B H 0.184(3) 0.321(3) 0.666(3) 0.042(12) Uiso 1 1 d . . .
H16B H 0.138(3) 0.016(3) 0.714(3) 0.048(12) Uiso 1 1 d . . .
H18B H 0.261(4) 0.146(3) 0.426(3) 0.059(13) Uiso 1 1 d . . .
H17B H 0.208(5) -0.003(4) 0.536(4) 0.107(19) Uiso 1 1 d . . .
H17A H 0.307(4) 0.566(3) 0.538(3) 0.062(13) Uiso 1 1 d . . .
H2OB H -0.047(4) 0.113(3) 0.816(3) 0.063(15) Uiso 1 1 d . . .
H1OB H 0.142(5) 0.230(4) 1.136(4) 0.10(2) Uiso 1 1 d . . .
H2OA H -0.052(3) 0.607(3) 0.824(3) 0.035(12) Uiso 1 1 d . . .
H1OA H 0.131(4) 0.723(3) 1.140(3) 0.060(14) Uiso 1 1 d . . .
H1OC H 0.134(4) 0.046(3) 0.184(3) 0.051(14) Uiso 1 1 d . . .
H1OD H 0.131(5) 0.551(4) 0.206(4) 0.087(17) Uiso 1 1 d . . .
H1C H 0.096(4) 0.016(3) 0.369(4) 0.073(16) Uiso 1 1 d . . .
H2C H 0.170(5) -0.095(4) 0.344(4) 0.094(18) Uiso 1 1 d . . .
H3C H 0.232(6) 0.008(4) 0.330(4) 0.12(2) Uiso 1 1 d . . .
H1D H 0.172(6) 0.498(5) 0.380(5) 0.14(3) Uiso 1 1 d . . .
H2D H 0.053(6) 0.434(5) 0.385(5) 0.13(2) Uiso 1 1 d . . .
H3D H 0.048(6) 0.564(5) 0.364(5) 0.14(3) 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
O1A 0.0218(15) 0.0257(14) 0.0426(16) -0.0054(12) 0.0062(12) -0.0018(12)
O2A 0.0273(17) 0.0322(16) 0.0428(17) -0.0138(13) 0.0062(13) -0.0044(13)
C1A 0.018(2) 0.0248(19) 0.041(2) -0.0048(17) 0.0037(18) -0.0047(16)
C2A 0.027(2) 0.020(2) 0.041(2) -0.0047(17) 0.0012(19) -0.0038(19)
C3A 0.024(2) 0.027(2) 0.036(2) -0.0007(17) 0.0057(18) -0.0036(17)
C4A 0.029(2) 0.023(2) 0.036(2) -0.0043(18) 0.0025(19) 0.0008(17)
C5A 0.018(2) 0.0255(19) 0.036(2) -0.0037(17) 0.0050(17) -0.0009(16)
C6A 0.033(3) 0.023(2) 0.034(2) -0.0070(18) 0.0061(19) -0.0027(18)
C7A 0.024(2) 0.026(2) 0.036(2) -0.0085(17) 0.0048(18) 0.0022(17)
C8A 0.027(3) 0.025(2) 0.039(2) -0.0028(18) 0.0002(19) 0.0035(18)
C9A 0.025(2) 0.031(2) 0.036(2) -0.0072(18) 0.0046(18) -0.0019(17)
C10A 0.043(3) 0.038(3) 0.038(3) -0.005(2) -0.001(2) -0.009(2)
C11A 0.058(3) 0.047(3) 0.040(3) -0.016(2) 0.000(2) -0.018(2)
C12A 0.038(3) 0.074(4) 0.035(3) -0.017(3) 0.000(2) -0.006(2)
C13A 0.052(3) 0.055(3) 0.046(3) -0.009(2) -0.016(2) 0.009(2)
C14A 0.050(3) 0.040(3) 0.052(3) -0.012(2) -0.013(2) 0.004(2)
C15A 0.027(2) 0.028(2) 0.036(2) -0.0040(17) 0.0020(18) -0.0066(17)
C16A 0.036(3) 0.042(3) 0.038(3) -0.009(2) -0.001(2) 0.006(2)
C17A 0.044(3) 0.063(3) 0.039(3) -0.017(2) 0.002(2) 0.007(2)
C18A 0.044(3) 0.056(3) 0.034(3) -0.003(2) 0.004(2) -0.010(2)
C19A 0.045(3) 0.045(3) 0.044(3) 0.007(2) -0.001(2) -0.005(2)
C20A 0.040(3) 0.037(2) 0.044(3) 0.000(2) 0.003(2) -0.001(2)
O1B 0.0243(16) 0.0271(15) 0.0473(17) -0.0060(13) 0.0081(13) -0.0034(12)
O2B 0.0247(17) 0.0395(17) 0.071(2) -0.0257(15) 0.0095(14) -0.0071(13)
C1B 0.023(2) 0.028(2) 0.040(2) -0.0046(17) 0.0032(18) -0.0019(17)
C2B 0.020(2) 0.027(2) 0.046(3) -0.0038(19) 0.005(2) -0.0025(19)
C3B 0.028(2) 0.026(2) 0.036(2) -0.0018(18) 0.0061(19) -0.0033(17)
C4B 0.023(2) 0.029(2) 0.052(3) -0.007(2) 0.003(2) -0.0022(18)
C5B 0.025(2) 0.027(2) 0.048(3) -0.0115(18) 0.0021(19) -0.0018(17)
C6B 0.038(3) 0.026(2) 0.036(2) -0.0108(19) 0.004(2) -0.0082(19)
C7B 0.031(3) 0.028(2) 0.039(3) -0.0097(18) 0.006(2) -0.0013(18)
C8B 0.029(3) 0.025(2) 0.051(3) -0.0065(19) 0.007(2) -0.0024(19)
C9B 0.026(2) 0.028(2) 0.039(2) 0.0005(18) 0.0116(18) -0.0062(17)
C10B 0.049(3) 0.033(2) 0.034(2) 0.000(2) 0.001(2) -0.004(2)
C11B 0.067(3) 0.041(3) 0.040(3) -0.008(2) 0.004(2) -0.013(2)
C12B 0.044(3) 0.054(3) 0.037(3) -0.002(2) 0.001(2) -0.010(2)
C13B 0.035(3) 0.043(3) 0.057(3) 0.000(2) -0.002(2) 0.003(2)
C14B 0.032(3) 0.033(2) 0.057(3) -0.006(2) -0.001(2) -0.001(2)
C15B 0.026(2) 0.032(2) 0.042(2) -0.0021(19) -0.0025(19) -0.0026(18)
C16B 0.040(3) 0.038(3) 0.044(3) -0.003(2) 0.000(2) 0.000(2)
C17B 0.044(3) 0.063(3) 0.041(3) -0.010(2) -0.001(2) 0.006(2)
C18B 0.044(3) 0.091(4) 0.042(3) -0.008(3) -0.001(2) -0.018(3)
C19B 0.072(4) 0.070(4) 0.044(3) 0.006(3) -0.009(3) -0.035(3)
C20B 0.051(3) 0.047(3) 0.054(3) -0.004(2) -0.004(2) -0.015(2)
O1C 0.094(3) 0.0452(19) 0.039(2) 0.0058(15) -0.0081(17) -0.0370(18)
C1C 0.069(4) 0.057(3) 0.038(3) -0.001(3) -0.004(3) -0.006(3)
O1D 0.097(3) 0.0431(19) 0.049(2) -0.0075(15) 0.0050(18) -0.0385(18)
C1D 0.096(5) 0.063(4) 0.041(3) -0.004(3) -0.008(3) -0.025(4)
_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
O1A C1A 1.444(4) . ?
O2A C5A 1.446(4) . ?
C1A C9A 1.521(5) . ?
C1A C8A 1.526(5) . ?
C1A C2A 1.536(5) . ?
C2A C3A 1.534(5) . ?
C3A C4A 1.529(5) . ?
C3A C7A 1.564(5) . ?
C4A C5A 1.530(5) . ?
C5A C15A 1.516(5) . ?
C5A C6A 1.525(5) . ?
C6A C7A 1.532(5) . ?
C7A C8A 1.526(5) . ?
C9A C14A 1.381(5) . ?
C9A C10A 1.385(5) . ?
C10A C11A 1.378(6) . ?
C11A C12A 1.370(6) . ?
C12A C13A 1.365(6) . ?
C13A C14A 1.370(6) . ?
C15A C16A 1.379(5) . ?
C15A C20A 1.397(5) . ?
C16A C17A 1.384(5) . ?
C17A C18A 1.380(6) . ?
C18A C19A 1.375(6) . ?
C19A C20A 1.377(6) . ?
O1B C1B 1.453(4) . ?
O2B C5B 1.433(4) . ?
C1B C9B 1.520(5) . ?
C1B C8B 1.528(5) . ?
C1B C2B 1.537(5) . ?
C2B C3B 1.529(5) . ?
C3B C4B 1.537(5) . ?
C3B C7B 1.562(5) . ?
C4B C5B 1.542(5) . ?
C5B C6B 1.530(5) . ?
C5B C15B 1.533(5) . ?
C6B C7B 1.526(5) . ?
C7B C8B 1.526(5) . ?
C9B C10B 1.392(5) . ?
C9B C14B 1.392(5) . ?
C10B C11B 1.382(6) . ?
C11B C12B 1.383(6) . ?
C12B C13B 1.368(6) . ?
C13B C14B 1.383(6) . ?
C15B C20B 1.384(5) . ?
C15B C16B 1.386(5) . ?
C16B C17B 1.386(6) . ?
C17B C18B 1.380(6) . ?
C18B C19B 1.350(6) . ?
C19B C20B 1.388(6) . ?
O1C C1C 1.396(5) . ?
O1D C1D 1.394(6) . ?
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
O1A C1A C9A 108.6(3) . . ?
O1A C1A C8A 106.0(3) . . ?
C9A C1A C8A 114.6(3) . . ?
O1A C1A C2A 109.8(3) . . ?
C9A C1A C2A 115.2(3) . . ?
C8A C1A C2A 102.1(3) . . ?
C3A C2A C1A 106.2(3) . . ?
C4A C3A C2A 115.4(3) . . ?
C4A C3A C7A 105.9(3) . . ?
C2A C3A C7A 105.2(3) . . ?
C3A C4A C5A 105.0(3) . . ?
O2A C5A C15A 108.8(3) . . ?
O2A C5A C6A 111.5(3) . . ?
C15A C5A C6A 114.8(3) . . ?
O2A C5A C4A 107.9(3) . . ?
C15A C5A C4A 112.2(3) . . ?
C6A C5A C4A 101.4(3) . . ?
C5A C6A C7A 105.9(3) . . ?
C8A C7A C6A 116.8(3) . . ?
C8A C7A C3A 105.7(3) . . ?
C6A C7A C3A 104.4(3) . . ?
C7A C8A C1A 106.2(3) . . ?
C14A C9A C10A 117.1(4) . . ?
C14A C9A C1A 120.8(3) . . ?
C10A C9A C1A 122.1(3) . . ?
C11A C10A C9A 121.2(4) . . ?
C12A C11A C10A 120.4(4) . . ?
C13A C12A C11A 119.1(5) . . ?
C12A C13A C14A 120.5(5) . . ?
C13A C14A C9A 121.8(4) . . ?
C16A C15A C20A 117.1(4) . . ?
C16A C15A C5A 124.5(3) . . ?
C20A C15A C5A 118.3(3) . . ?
C15A C16A C17A 121.2(4) . . ?
C18A C17A C16A 120.9(4) . . ?
C19A C18A C17A 118.6(4) . . ?
C18A C19A C20A 120.5(4) . . ?
C19A C20A C15A 121.6(4) . . ?
O1B C1B C9B 108.3(3) . . ?
O1B C1B C8B 106.5(3) . . ?
C9B C1B C8B 114.4(3) . . ?
O1B C1B C2B 109.3(3) . . ?
C9B C1B C2B 115.3(3) . . ?
C8B C1B C2B 102.6(3) . . ?
C3B C2B C1B 106.5(3) . . ?
C2B C3B C4B 116.4(3) . . ?
C2B C3B C7B 105.7(3) . . ?
C4B C3B C7B 104.9(3) . . ?
C3B C4B C5B 104.9(3) . . ?
O2B C5B C6B 113.0(3) . . ?
O2B C5B C15B 109.5(3) . . ?
C6B C5B C15B 111.9(3) . . ?
O2B C5B C4B 108.1(3) . . ?
C6B C5B C4B 100.6(3) . . ?
C15B C5B C4B 113.6(3) . . ?
C7B C6B C5B 104.3(3) . . ?
C8B C7B C6B 116.4(3) . . ?
C8B C7B C3B 105.7(3) . . ?
C6B C7B C3B 105.4(3) . . ?
C7B C8B C1B 106.0(3) . . ?
C10B C9B C14B 117.1(4) . . ?
C10B C9B C1B 121.1(3) . . ?
C14B C9B C1B 121.7(3) . . ?
C11B C10B C9B 121.4(4) . . ?
C10B C11B C12B 120.3(4) . . ?
C13B C12B C11B 119.2(5) . . ?
C12B C13B C14B 120.7(4) . . ?
C13B C14B C9B 121.3(4) . . ?
C20B C15B C16B 116.6(4) . . ?
C20B C15B C5B 124.0(4) . . ?
C16B C15B C5B 119.3(3) . . ?
C17B C16B C15B 122.0(4) . . ?
C18B C17B C16B 119.8(5) . . ?
C19B C18B C17B 119.0(5) . . ?
C18B C19B C20B 121.3(5) . . ?
C15B C20B C19B 121.3(4) . . ?
_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full 25.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max 0.174
_refine_diff_density_min -0.208
_refine_diff_density_rms 0.046
# Attachment 'Isa8_Deposition_21Jul10.cif'
data_isa8_mono_new
_database_code_depnum_ccdc_archive 'CCDC 784999'
#TrackingRef 'Isa8_Deposition_21Jul10.cif'
_audit_creation_method SHELXL-97
_chemical_name_systematic
;
?
;
_chemical_name_common ?
_chemical_melting_point ?
_chemical_formula_moiety ?
_chemical_formula_sum 'C28 H32 O2'
_chemical_formula_weight 400.54
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'
_symmetry_cell_setting Monoclinic
_symmetry_space_group_name_H-M P2(1)/c
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
_cell_length_a 21.82(6)
_cell_length_b 6.006(18)
_cell_length_c 34.11(10)
_cell_angle_alpha 90.00
_cell_angle_beta 95.12(18)
_cell_angle_gamma 90.00
_cell_volume 4453(21)
_cell_formula_units_Z 8
_cell_measurement_temperature 150(2)
_cell_measurement_reflns_used 942
_cell_measurement_theta_min 2.319
_cell_measurement_theta_max 17.920
_exptl_crystal_description 'Thin plates'
_exptl_crystal_colour Colourless
_exptl_crystal_size_max 0.38
_exptl_crystal_size_mid 0.13
_exptl_crystal_size_min 0.04
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 1.195
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 1728
_exptl_absorpt_coefficient_mu 0.073
_exptl_absorpt_correction_type Multi-scan
_exptl_absorpt_correction_T_min 0.9730
_exptl_absorpt_correction_T_max 0.9968
_exptl_absorpt_process_details 'SADABS (Bruker, 2001)'
_exptl_special_details
;
?
;
_diffrn_ambient_temperature 150(2)
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_type MoK\a
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_monochromator graphite
_diffrn_measurement_device_type 'Bruker kappa APEXII CCD Diffractometer'
_diffrn_measurement_method '\f scans, and \w scans with \k offsets'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number 39920
_diffrn_reflns_av_R_equivalents 0.3228
_diffrn_reflns_av_sigmaI/netI 0.3309
_diffrn_reflns_limit_h_min -25
_diffrn_reflns_limit_h_max 25
_diffrn_reflns_limit_k_min -4
_diffrn_reflns_limit_k_max 7
_diffrn_reflns_limit_l_min -40
_diffrn_reflns_limit_l_max 40
_diffrn_reflns_theta_min 2.81
_diffrn_reflns_theta_max 25.00
_reflns_number_total 7820
_reflns_number_gt 2267
_reflns_threshold_expression >2sigma(I)
_computing_data_collection 'APEX2 (Bruker, 2007)'
_computing_cell_refinement 'APEX2 (Bruker, 2007)'
_computing_data_reduction 'APEX2 (Bruker, 2007)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics 'SHELXTL-Plus (Sheldrick, 2008)'
_refine_special_details
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type full
_refine_ls_weighting_scheme calc
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0864P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens geom
_refine_ls_hydrogen_treatment constr
_refine_ls_extinction_method SHELXL
_refine_ls_extinction_coef 0.0047(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_number_reflns 7820
_refine_ls_number_parameters 598
_refine_ls_number_restraints 246
_refine_ls_R_factor_all 0.3075
_refine_ls_R_factor_gt 0.0859
_refine_ls_wR_factor_ref 0.2571
_refine_ls_wR_factor_gt 0.1637
_refine_ls_goodness_of_fit_ref 0.970
_refine_ls_restrained_S_all 0.961
_refine_ls_shift/su_max 0.000
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O2A O 0.08158(17) 1.1119(6) 0.42329(12) 0.0335(12) Uani 1 1 d . . .
H2A H 0.1201 1.1182 0.4274 0.050 Uiso 1 1 calc R . .
O1A O 0.20332(19) 1.0691(7) 0.42179(12) 0.0358(12) Uani 1 1 d . . .
H1A H 0.2016 1.0047 0.3999 0.054 Uiso 1 1 calc R . .
C1Y1 C 0.3566(4) 0.2713(17) 0.1953(4) 0.063(4) Uani 0.50 1 d PGU A 1
C2Y1 C 0.3659(4) 0.4542(15) 0.2201(3) 0.062(3) Uani 0.50 1 d PGU A 1
C3Y1 C 0.3182(5) 0.6034(15) 0.2242(4) 0.068(4) Uani 0.50 1 d PGU A 1
H3Y1 H 0.3247 0.7284 0.2411 0.082 Uiso 0.50 1 calc P B 1
C4Y1 C 0.2611(4) 0.5696(18) 0.2036(4) 0.071(4) Uani 0.50 1 d PGU A 1
H4Y1 H 0.2285 0.6716 0.2064 0.086 Uiso 0.50 1 calc P C 1
C5Y1 C 0.2518(4) 0.387(2) 0.1788(4) 0.072(4) Uani 0.50 1 d PGU A 1
H5Y1 H 0.2127 0.3636 0.1647 0.086 Uiso 0.50 1 calc P D 1
C6Y1 C 0.2995(5) 0.238(2) 0.1747(4) 0.069(4) Uani 0.50 1 d PGU A 1
H6Y1 H 0.2931 0.1125 0.1578 0.083 Uiso 0.50 1 calc P E 1
C7Y1 C 0.4169(6) 0.109(3) 0.1935(6) 0.099(7) Uani 0.50 1 d PGU A 1
H7Y1 H 0.4065 -0.0156 0.1755 0.149 Uiso 0.50 1 calc PR A 1
H7Y2 H 0.4293 0.0504 0.2199 0.149 Uiso 0.50 1 calc PR A 1
H7Y3 H 0.4509 0.1941 0.1841 0.149 Uiso 0.50 1 calc PR A 1
C8Y1 C 0.4443(5) 0.524(3) 0.2402(5) 0.139(8) Uani 0.50 1 d PGU A 1
H8Y1 H 0.4432 0.6562 0.2569 0.208 Uiso 0.50 1 calc PR A 1
H8Y2 H 0.4697 0.5545 0.2185 0.208 Uiso 0.50 1 calc PR A 1
H8Y3 H 0.4618 0.3987 0.2558 0.208 Uiso 0.50 1 calc PR A 1
C1Y2 C 0.3831(8) 0.294(3) 0.2033(6) 0.059(3) Uani 0.50 1 d PU F 2
C2Y2 C 0.3229(8) 0.343(3) 0.1969(5) 0.061(3) Uani 0.50 1 d PU F 2
C3Y2 C 0.2994(8) 0.526(3) 0.2170(6) 0.067(4) Uani 0.50 1 d PU F 2
H3Y2 H 0.2571 0.5660 0.2131 0.080 Uiso 0.50 1 calc P G 2
C4Y2 C 0.3417(8) 0.652(3) 0.2438(5) 0.068(4) Uani 0.50 1 d PU F 2
H4Y2 H 0.3291 0.7786 0.2576 0.082 Uiso 0.50 1 calc P H 2
C5Y2 C 0.4013(8) 0.575(3) 0.2478(5) 0.064(4) Uani 0.50 1 d PU F 2
H5Y2 H 0.4295 0.6538 0.2656 0.077 Uiso 0.50 1 calc P I 2
C6Y2 C 0.4221(7) 0.410(3) 0.2301(5) 0.055(3) Uani 0.50 1 d PU F 2
H6Y2 H 0.4640 0.3668 0.2351 0.066 Uiso 0.50 1 calc P J 2
C7Y2 C 0.2774(8) 0.213(3) 0.1704(7) 0.078(5) Uani 0.50 1 d PU F 2
H7Y4 H 0.2366 0.2819 0.1704 0.116 Uiso 0.50 1 calc PR F 2
H7Y5 H 0.2756 0.0599 0.1800 0.116 Uiso 0.50 1 calc PR F 2
H7Y6 H 0.2901 0.2134 0.1436 0.116 Uiso 0.50 1 calc PR F 2
C8Y2 C 0.4005(10) 0.108(4) 0.1814(8) 0.084(6) Uani 0.50 1 d PU F 2
H8Y4 H 0.4445 0.0789 0.1874 0.127 Uiso 0.50 1 calc PR F 2
H8Y5 H 0.3923 0.1391 0.1532 0.127 Uiso 0.50 1 calc PR F 2
H8Y6 H 0.3769 -0.0226 0.1883 0.127 Uiso 0.50 1 calc PR F 2
C1A C 0.2326(3) 0.9230(10) 0.45192(19) 0.0290(17) Uani 1 1 d . . .
C2A C 0.2150(3) 0.6806(10) 0.44237(19) 0.0364(18) Uani 1 1 d . . .
H2A1 H 0.2170 0.6508 0.4140 0.044 Uiso 1 1 calc R . .
H2A2 H 0.2436 0.5777 0.4575 0.044 Uiso 1 1 calc R . .
C3A C 0.1494(3) 0.6482(10) 0.45371(19) 0.0308(17) Uani 1 1 d . . .
H3A H 0.1443 0.4905 0.4622 0.037 Uiso 1 1 calc R . .
C4A C 0.0958(3) 0.7087(10) 0.42253(18) 0.0299(17) Uani 1 1 d . . .
H4A1 H 0.1122 0.7503 0.3974 0.036 Uiso 1 1 calc R . .
H4A2 H 0.0681 0.5792 0.4176 0.036 Uiso 1 1 calc R . .
C5A C 0.0600(3) 0.9054(10) 0.43823(18) 0.0288(16) Uani 1 1 d . . .
C6A C 0.0784(3) 0.8989(10) 0.48311(18) 0.0323(17) Uani 1 1 d . . .
H6A1 H 0.0774 1.0508 0.4943 0.039 Uiso 1 1 calc R . .
H6A2 H 0.0494 0.8040 0.4963 0.039 Uiso 1 1 calc R . .
C7A C 0.1438(3) 0.8031(10) 0.48918(18) 0.0271(16) Uani 1 1 d . . .
H7A H 0.1478 0.7127 0.5139 0.032 Uiso 1 1 calc R . .
C8A C 0.1993(3) 0.9664(10) 0.48944(18) 0.0307(17) Uani 1 1 d . . .
H8A1 H 0.1846 1.1223 0.4897 0.037 Uiso 1 1 calc R . .
H8A2 H 0.2279 0.9415 0.5132 0.037 Uiso 1 1 calc R . .
C9A C 0.3007(3) 0.9688(10) 0.45642(19) 0.0306(17) Uani 1 1 d . . .
C10A C 0.3406(3) 0.8306(11) 0.4789(2) 0.045(2) Uani 1 1 d . . .
H10A H 0.3246 0.7070 0.4920 0.054 Uiso 1 1 calc R . .
C11A C 0.4036(3) 0.8696(12) 0.4824(2) 0.048(2) Uani 1 1 d . . .
H11A H 0.4303 0.7689 0.4971 0.057 Uiso 1 1 calc R . .
C12A C 0.4279(3) 1.0520(13) 0.4650(2) 0.052(2) Uani 1 1 d . . .
H12A H 0.4710 1.0776 0.4676 0.062 Uiso 1 1 calc R . .
C13A C 0.3889(3) 1.1969(12) 0.4439(2) 0.050(2) Uani 1 1 d . . .
H13A H 0.4049 1.3248 0.4320 0.060 Uiso 1 1 calc R . .
C14A C 0.3255(3) 1.1552(10) 0.44005(19) 0.0385(19) Uani 1 1 d . . .
H14A H 0.2988 1.2576 0.4258 0.046 Uiso 1 1 calc R . .
C15A C -0.0087(3) 0.8919(11) 0.42886(18) 0.0299(17) Uani 1 1 d . . .
C16A C -0.0431(3) 1.0667(11) 0.41129(18) 0.0363(18) Uani 1 1 d . . .
H16A H -0.0227 1.1975 0.4038 0.044 Uiso 1 1 calc R . .
C17A C -0.1071(3) 1.0530(11) 0.40458(18) 0.0340(17) Uani 1 1 d . . .
H17A H -0.1296 1.1754 0.3930 0.041 Uiso 1 1 calc R . .
C18A C -0.1382(3) 0.8636(12) 0.41458(19) 0.0410(19) Uani 1 1 d . . .
H18A H -0.1817 0.8541 0.4097 0.049 Uiso 1 1 calc R . .
C19A C -0.1047(3) 0.6887(12) 0.43174(19) 0.0395(19) Uani 1 1 d . . .
H19A H -0.1254 0.5573 0.4388 0.047 Uiso 1 1 calc R . .
C20A C -0.0410(3) 0.7029(10) 0.43882(18) 0.0305(17) Uani 1 1 d . . .
H20A H -0.0190 0.5805 0.4507 0.037 Uiso 1 1 calc R . .
O1B O 0.20576(18) -0.0549(7) 0.34479(13) 0.0409(12) Uani 1 1 d . . .
H1B H 0.1700 -0.0021 0.3436 0.061 Uiso 1 1 calc R . .
O2B O 0.0941(2) 0.1136(8) 0.34387(13) 0.0559(15) Uani 1 1 d . . .
H2B H 0.0872 0.1719 0.3654 0.084 Uiso 1 1 calc R . .
C1B C 0.2430(3) 0.0769(11) 0.32069(19) 0.0376(18) Uani 1 1 d . . .
C2B C 0.2334(3) 0.3284(11) 0.3297(2) 0.050(2) Uani 1 1 d . . .
H2B1 H 0.2224 0.3470 0.3570 0.060 Uiso 1 1 calc R . .
H2B2 H 0.2719 0.4119 0.3268 0.060 Uiso 1 1 calc R . .
C3B C 0.1816(3) 0.4177(11) 0.3006(2) 0.045(2) Uani 1 1 d . . .
H3B H 0.1968 0.5509 0.2868 0.053 Uiso 1 1 calc R . .
C4B C 0.1206(3) 0.4752(11) 0.3170(2) 0.053(2) Uani 1 1 d . . .
H4B1 H 0.1010 0.6032 0.3026 0.064 Uiso 1 1 calc R . .
H4B2 H 0.1278 0.5159 0.3452 0.064 Uiso 1 1 calc R . .
C5B C 0.0789(3) 0.2705(10) 0.31223(19) 0.0306(17) Uani 1 1 d . . .
C6B C 0.0989(3) 0.1648(11) 0.27502(19) 0.0405(19) Uani 1 1 d . . .
H6B1 H 0.0717 0.2158 0.2520 0.049 Uiso 1 1 calc R . .
H6B2 H 0.0955 0.0008 0.2767 0.049 Uiso 1 1 calc R . .
C7B C 0.1654(3) 0.2293(10) 0.2698(2) 0.0397(19) Uani 1 1 d . . .
H7B H 0.1673 0.2921 0.2428 0.048 Uiso 1 1 calc R . .
C8B C 0.2176(3) 0.0579(10) 0.27768(18) 0.0374(18) Uani 1 1 d . . .
H8B1 H 0.2017 -0.0943 0.2722 0.045 Uiso 1 1 calc R . .
H8B2 H 0.2506 0.0876 0.2603 0.045 Uiso 1 1 calc R . .
C9B C 0.3098(3) 0.0017(12) 0.3290(2) 0.0403(19) Uani 1 1 d . . .
C10B C 0.3562(4) 0.1179(13) 0.3127(2) 0.064(2) Uani 1 1 d . . .
H10B H 0.3464 0.2414 0.2959 0.077 Uiso 1 1 calc R . .
C11B C 0.4174(4) 0.0530(16) 0.3210(3) 0.082(3) Uani 1 1 d . . .
H11B H 0.4488 0.1335 0.3096 0.098 Uiso 1 1 calc R . .
C12B C 0.4330(4) -0.1229(15) 0.3449(3) 0.067(3) Uani 1 1 d . . .
H12B H 0.4748 -0.1653 0.3506 0.080 Uiso 1 1 calc R . .
C13B C 0.3859(4) -0.2387(12) 0.3609(2) 0.051(2) Uani 1 1 d . . .
H13B H 0.3958 -0.3640 0.3773 0.061 Uiso 1 1 calc R . .
C14B C 0.3257(3) -0.1755(11) 0.3535(2) 0.0428(19) Uani 1 1 d . . .
H14B H 0.2946 -0.2546 0.3655 0.051 Uiso 1 1 calc R . .
C15B C 0.0110(3) 0.3222(11) 0.31222(19) 0.0358(18) Uani 1 1 d . . .
C16B C -0.0327(3) 0.1692(11) 0.2980(2) 0.044(2) Uani 1 1 d . . .
H16B H -0.0194 0.0340 0.2871 0.053 Uiso 1 1 calc R . .
C17B C -0.0948(3) 0.2051(12) 0.29921(19) 0.045(2) Uani 1 1 d . . .
H17B H -0.1236 0.0979 0.2884 0.054 Uiso 1 1 calc R . .
C18B C -0.1155(3) 0.3999(13) 0.3163(2) 0.045(2) Uani 1 1 d . . .
H18B H -0.1582 0.4241 0.3183 0.054 Uiso 1 1 calc R . .
C19B C -0.0727(4) 0.5551(11) 0.33010(19) 0.045(2) Uani 1 1 d . . .
H19B H -0.0860 0.6910 0.3408 0.054 Uiso 1 1 calc R . .
C20B C -0.0103(3) 0.5163(12) 0.3287(2) 0.045(2) Uani 1 1 d . . .
H20B H 0.0184 0.6243 0.3391 0.054 Uiso 1 1 calc R . .
C1X C 0.3787(4) 0.8093(15) 0.0909(2) 0.059(2) Uani 1 1 d . . .
C2X C 0.3905(4) 1.0062(16) 0.0695(3) 0.065(3) Uani 1 1 d . . .
C3X C 0.3417(4) 1.1230(14) 0.0531(2) 0.066(3) Uani 1 1 d . . .
H3X H 0.3494 1.2535 0.0386 0.080 Uiso 1 1 calc R . .
C4X C 0.2829(4) 1.0642(15) 0.0562(2) 0.061(2) Uani 1 1 d . . .
H4X H 0.2503 1.1530 0.0443 0.074 Uiso 1 1 calc R . .
C5X C 0.2692(4) 0.8644(17) 0.0779(3) 0.079(3) Uani 1 1 d . . .
H5X H 0.2282 0.8179 0.0806 0.095 Uiso 1 1 calc R . .
C6X C 0.3182(3) 0.7490(11) 0.09388(18) 0.080(3) Uani 1 1 d . . .
H6X H 0.3106 0.6175 0.1082 0.096 Uiso 1 1 calc R . .
C7X C 0.4281(3) 0.6682(11) 0.11005(18) 0.097(3) Uani 1 1 d R . .
H7X1 H 0.4472 0.5818 0.0900 0.145 Uiso 1 1 calc R . .
H7X2 H 0.4107 0.5664 0.1286 0.145 Uiso 1 1 calc R . .
H7X3 H 0.4593 0.7626 0.1243 0.145 Uiso 1 1 calc R . .
C8X C 0.4541(4) 1.0719(15) 0.0665(3) 0.094(3) Uani 1 1 d . . .
H8X1 H 0.4552 1.2154 0.0529 0.141 Uiso 1 1 calc R . .
H8X2 H 0.4748 0.9589 0.0516 0.141 Uiso 1 1 calc R . .
H8X3 H 0.4753 1.0856 0.0929 0.141 Uiso 1 1 calc R . .
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
O2A 0.032(3) 0.019(3) 0.048(3) 0.000(2) 0.000(2) -0.003(2)
O1A 0.045(3) 0.031(3) 0.030(3) -0.001(2) -0.002(2) -0.001(2)
C1Y1 0.064(8) 0.066(8) 0.063(8) 0.015(6) 0.030(8) -0.011(7)
C2Y1 0.064(6) 0.068(7) 0.056(7) 0.015(6) 0.016(6) -0.024(5)
C3Y1 0.074(8) 0.060(9) 0.071(10) -0.001(7) 0.006(7) -0.024(7)
C4Y1 0.065(7) 0.082(9) 0.068(10) 0.010(7) 0.010(7) -0.014(7)
C5Y1 0.070(7) 0.088(10) 0.054(9) 0.011(7) -0.011(7) -0.019(7)
C6Y1 0.080(9) 0.071(9) 0.060(10) 0.008(7) 0.017(8) -0.031(7)
C7Y1 0.104(11) 0.081(12) 0.120(18) 0.046(11) 0.051(12) 0.023(10)
C8Y1 0.081(9) 0.19(2) 0.138(18) 0.013(15) -0.036(13) -0.032(12)
C1Y2 0.064(6) 0.062(8) 0.053(8) 0.004(6) 0.018(6) -0.015(6)
C2Y2 0.063(6) 0.065(7) 0.054(8) 0.004(5) -0.001(6) -0.012(6)
C3Y2 0.062(7) 0.070(8) 0.069(9) -0.002(6) 0.006(6) -0.012(6)
C4Y2 0.078(8) 0.066(8) 0.063(9) -0.003(6) 0.014(7) -0.017(6)
C5Y2 0.054(7) 0.077(9) 0.063(9) -0.001(6) 0.011(7) -0.045(7)
C6Y2 0.046(7) 0.064(9) 0.055(9) 0.025(6) 0.005(6) -0.025(6)
C7Y2 0.088(10) 0.070(11) 0.076(12) 0.001(8) 0.014(8) -0.050(10)
C8Y2 0.105(12) 0.065(12) 0.085(14) 0.001(9) 0.016(11) 0.009(9)
C1A 0.031(4) 0.023(4) 0.032(4) 0.017(4) -0.006(3) -0.002(3)
C2A 0.048(5) 0.024(4) 0.035(5) -0.008(4) -0.003(3) 0.000(3)
C3A 0.029(4) 0.017(4) 0.046(5) 0.004(3) 0.005(3) 0.003(3)
C4A 0.037(4) 0.020(4) 0.032(4) -0.002(3) 0.003(3) 0.004(3)
C5A 0.043(4) 0.017(4) 0.027(4) -0.001(4) 0.001(3) 0.000(3)
C6A 0.035(4) 0.032(4) 0.030(4) 0.003(4) 0.005(3) -0.006(3)
C7A 0.035(4) 0.023(4) 0.023(4) 0.002(3) 0.000(3) -0.002(3)
C8A 0.032(4) 0.031(4) 0.029(4) -0.005(3) 0.000(3) -0.007(3)
C9A 0.038(4) 0.021(4) 0.032(4) -0.001(4) 0.004(3) 0.002(3)
C10A 0.037(5) 0.049(5) 0.047(5) 0.020(4) -0.002(4) -0.009(4)
C11A 0.047(5) 0.042(5) 0.054(5) 0.023(4) 0.003(4) 0.011(4)
C12A 0.037(5) 0.056(5) 0.060(6) 0.022(5) -0.007(4) -0.008(4)
C13A 0.045(5) 0.046(5) 0.060(6) 0.014(4) -0.002(4) -0.011(4)
C14A 0.040(5) 0.027(4) 0.047(5) 0.008(4) -0.003(4) 0.003(3)
C15A 0.034(4) 0.029(4) 0.027(4) -0.002(4) 0.001(3) -0.002(4)
C16A 0.051(5) 0.032(4) 0.026(4) -0.006(4) 0.006(3) -0.005(4)
C17A 0.039(5) 0.034(5) 0.029(4) 0.002(4) 0.001(3) 0.006(4)
C18A 0.038(4) 0.045(5) 0.041(5) 0.000(4) 0.004(4) -0.006(4)
C19A 0.044(5) 0.039(5) 0.036(5) -0.003(4) 0.010(4) -0.009(4)
C20A 0.034(4) 0.029(4) 0.029(4) -0.002(4) 0.002(3) -0.003(3)
O1B 0.051(3) 0.030(3) 0.043(3) 0.006(3) 0.008(3) -0.009(2)
O2B 0.051(3) 0.076(4) 0.039(3) 0.029(3) 0.002(3) 0.004(3)
C1B 0.062(5) 0.021(4) 0.031(5) -0.001(4) 0.010(4) -0.012(4)
C2B 0.070(5) 0.037(5) 0.045(5) -0.015(4) 0.014(4) -0.016(4)
C3B 0.067(5) 0.017(4) 0.051(5) 0.001(4) 0.013(4) -0.009(4)
C4B 0.067(5) 0.031(5) 0.063(6) -0.014(4) 0.012(4) 0.002(4)
C5B 0.051(5) 0.015(4) 0.026(4) -0.007(3) 0.005(3) -0.001(3)
C6B 0.055(5) 0.034(5) 0.033(5) -0.003(4) 0.006(4) 0.010(4)
C7B 0.063(5) 0.023(4) 0.033(5) 0.005(4) 0.006(4) -0.005(4)
C8B 0.059(5) 0.020(4) 0.033(5) -0.002(4) 0.004(4) 0.001(4)
C9B 0.046(5) 0.038(5) 0.035(5) 0.001(4) -0.007(4) -0.006(4)
C10B 0.054(6) 0.070(6) 0.068(6) 0.022(5) 0.000(5) -0.012(5)
C11B 0.059(6) 0.092(8) 0.095(8) 0.037(7) 0.006(5) -0.010(6)
C12B 0.052(6) 0.079(7) 0.068(7) 0.009(6) 0.000(5) -0.001(5)
C13B 0.053(5) 0.049(6) 0.049(5) 0.001(4) -0.002(4) 0.002(5)
C14B 0.057(5) 0.031(5) 0.041(5) -0.001(4) 0.005(4) -0.001(4)
C15B 0.055(5) 0.027(4) 0.024(4) 0.004(4) -0.003(4) 0.002(4)
C16B 0.054(5) 0.030(5) 0.048(5) 0.001(4) 0.002(4) 0.002(4)
C17B 0.055(5) 0.036(5) 0.040(5) -0.007(4) -0.009(4) -0.009(4)
C18B 0.056(5) 0.043(5) 0.037(5) 0.000(4) 0.008(4) 0.010(4)
C19B 0.081(6) 0.026(5) 0.028(5) 0.005(4) 0.001(4) 0.010(5)
C20B 0.063(6) 0.036(5) 0.035(5) -0.007(4) -0.007(4) 0.009(4)
C1X 0.067(6) 0.055(6) 0.054(6) -0.016(5) 0.002(5) 0.014(5)
C2X 0.080(7) 0.060(7) 0.055(6) -0.028(5) -0.003(5) -0.001(6)
C3X 0.070(6) 0.061(7) 0.066(7) -0.018(5) -0.003(5) 0.015(5)
C4X 0.059(6) 0.068(7) 0.057(6) -0.008(5) 0.004(5) 0.024(5)
C5X 0.074(7) 0.096(8) 0.070(7) -0.022(6) 0.023(5) -0.015(6)
C6X 0.094(8) 0.079(7) 0.062(7) -0.027(6) -0.013(6) 0.042(7)
C7X 0.104(7) 0.096(8) 0.085(8) -0.024(6) -0.022(6) 0.055(6)
C8X 0.080(7) 0.096(8) 0.110(8) -0.050(7) 0.032(6) -0.021(6)
_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
O2A C5A 1.436(7) . ?
O1A C1A 1.455(7) . ?
C1Y1 C2Y1 1.3900 . ?
C1Y1 C6Y1 1.3900 . ?
C1Y1 C7Y1 1.6459 . ?
C2Y1 C3Y1 1.3900 . ?
C2Y1 C8Y1 1.8325 . ?
C3Y1 C4Y1 1.3900 . ?
C4Y1 C5Y1 1.3900 . ?
C5Y1 C6Y1 1.3900 . ?
C1Y2 C2Y2 1.34(2) . ?
C1Y2 C6Y2 1.38(2) . ?
C1Y2 C8Y2 1.42(2) . ?
C2Y2 C3Y2 1.42(2) . ?
C2Y2 C7Y2 1.50(2) . ?
C3Y2 C4Y2 1.45(2) . ?
C4Y2 C5Y2 1.37(2) . ?
C5Y2 C6Y2 1.27(2) . ?
C1A C9A 1.507(9) . ?
C1A C2A 1.534(9) . ?
C1A C8A 1.549(9) . ?
C2A C3A 1.529(8) . ?
C3A C7A 1.540(8) . ?
C3A C4A 1.552(8) . ?
C4A C5A 1.538(8) . ?
C5A C15A 1.507(9) . ?
C5A C6A 1.548(9) . ?
C6A C7A 1.535(8) . ?
C7A C8A 1.559(8) . ?
C9A C14A 1.382(8) . ?
C9A C10A 1.383(8) . ?
C10A C11A 1.390(9) . ?
C11A C12A 1.374(9) . ?
C12A C13A 1.375(9) . ?
C13A C14A 1.401(9) . ?
C15A C20A 1.394(8) . ?
C15A C16A 1.395(8) . ?
C16A C17A 1.397(8) . ?
C17A C18A 1.382(9) . ?
C18A C19A 1.380(8) . ?
C19A C20A 1.392(8) . ?
O1B C1B 1.443(7) . ?
O2B C5B 1.449(7) . ?
C1B C8B 1.526(9) . ?
C1B C9B 1.528(9) . ?
C1B C2B 1.559(9) . ?
C2B C3B 1.533(9) . ?
C3B C4B 1.529(9) . ?
C3B C7B 1.562(9) . ?
C4B C5B 1.529(8) . ?
C5B C15B 1.514(9) . ?
C5B C6B 1.518(8) . ?
C6B C7B 1.526(9) . ?
C7B C8B 1.541(8) . ?
C9B C14B 1.379(9) . ?
C9B C10B 1.386(9) . ?
C10B C11B 1.395(10) . ?
C11B C12B 1.361(10) . ?
C12B C13B 1.391(9) . ?
C13B C14B 1.369(9) . ?
C15B C16B 1.380(8) . ?
C15B C20B 1.392(9) . ?
C16B C17B 1.375(9) . ?
C17B C18B 1.400(9) . ?
C18B C19B 1.374(9) . ?
C19B C20B 1.384(9) . ?
C1X C6X 1.381(10) . ?
C1X C2X 1.426(11) . ?
C1X C7X 1.477(9) . ?
C2X C3X 1.354(10) . ?
C2X C8X 1.456(10) . ?
C3X C4X 1.344(10) . ?
C4X C5X 1.454(11) . ?
C5X C6X 1.348(10) . ?
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
C2Y1 C1Y1 C6Y1 120.0 . . ?
C2Y1 C1Y1 C7Y1 114.7 . . ?
C6Y1 C1Y1 C7Y1 125.3 . . ?
C3Y1 C2Y1 C1Y1 120.0 . . ?
C3Y1 C2Y1 C8Y1 119.8 . . ?
C1Y1 C2Y1 C8Y1 119.3 . . ?
C2Y1 C3Y1 C4Y1 120.0 . . ?
C5Y1 C4Y1 C3Y1 120.0 . . ?
C4Y1 C5Y1 C6Y1 120.0 . . ?
C5Y1 C6Y1 C1Y1 120.0 . . ?
C2Y2 C1Y2 C6Y2 122.3(19) . . ?
C2Y2 C1Y2 C8Y2 113(2) . . ?
C6Y2 C1Y2 C8Y2 124.6(19) . . ?
C1Y2 C2Y2 C3Y2 118.8(17) . . ?
C1Y2 C2Y2 C7Y2 124.6(18) . . ?
C3Y2 C2Y2 C7Y2 116.5(16) . . ?
C2Y2 C3Y2 C4Y2 118.0(17) . . ?
C5Y2 C4Y2 C3Y2 115.7(17) . . ?
C6Y2 C5Y2 C4Y2 126.2(17) . . ?
C5Y2 C6Y2 C1Y2 118.9(17) . . ?
O1A C1A C9A 109.2(5) . . ?
O1A C1A C2A 109.7(5) . . ?
C9A C1A C2A 114.9(5) . . ?
O1A C1A C8A 105.9(5) . . ?
C9A C1A C8A 114.6(5) . . ?
C2A C1A C8A 102.0(5) . . ?
C3A C2A C1A 106.8(5) . . ?
C2A C3A C7A 105.3(5) . . ?
C2A C3A C4A 117.5(6) . . ?
C7A C3A C4A 106.8(5) . . ?
C5A C4A C3A 108.4(5) . . ?
O2A C5A C15A 108.8(5) . . ?
O2A C5A C4A 110.4(5) . . ?
C15A C5A C4A 114.2(5) . . ?
O2A C5A C6A 108.0(5) . . ?
C15A C5A C6A 111.9(5) . . ?
C4A C5A C6A 103.3(5) . . ?
C7A C6A C5A 107.3(5) . . ?
C6A C7A C3A 105.0(5) . . ?
C6A C7A C8A 118.5(5) . . ?
C3A C7A C8A 105.6(5) . . ?
C1A C8A C7A 108.1(5) . . ?
C14A C9A C10A 117.4(6) . . ?
C14A C9A C1A 121.6(6) . . ?
C10A C9A C1A 120.8(6) . . ?
C9A C10A C11A 121.0(6) . . ?
C12A C11A C10A 120.9(6) . . ?
C11A C12A C13A 119.1(7) . . ?
C12A C13A C14A 119.7(7) . . ?
C9A C14A C13A 121.7(6) . . ?
C20A C15A C16A 116.9(6) . . ?
C20A C15A C5A 120.5(6) . . ?
C16A C15A C5A 122.6(6) . . ?
C17A C16A C15A 121.2(6) . . ?
C18A C17A C16A 120.9(6) . . ?
C19A C18A C17A 118.6(7) . . ?
C18A C19A C20A 120.6(6) . . ?
C19A C20A C15A 121.8(6) . . ?
O1B C1B C8B 109.4(5) . . ?
O1B C1B C9B 108.0(6) . . ?
C8B C1B C9B 114.6(6) . . ?
O1B C1B C2B 109.1(6) . . ?
C8B C1B C2B 102.5(5) . . ?
C9B C1B C2B 113.1(5) . . ?
C3B C2B C1B 108.5(5) . . ?
C4B C3B C2B 117.3(6) . . ?
C4B C3B C7B 105.0(6) . . ?
C2B C3B C7B 106.9(6) . . ?
C3B C4B C5B 107.9(6) . . ?
O2B C5B C15B 107.0(5) . . ?
O2B C5B C6B 106.7(5) . . ?
C15B C5B C6B 116.1(6) . . ?
O2B C5B C4B 110.4(6) . . ?
C15B C5B C4B 114.1(6) . . ?
C6B C5B C4B 102.3(6) . . ?
C5B C6B C7B 109.7(6) . . ?
C6B C7B C8B 120.4(6) . . ?
C6B C7B C3B 105.4(5) . . ?
C8B C7B C3B 104.3(6) . . ?
C1B C8B C7B 108.5(5) . . ?
C14B C9B C10B 118.6(7) . . ?
C14B C9B C1B 121.7(7) . . ?
C10B C9B C1B 119.7(7) . . ?
C9B C10B C11B 119.9(8) . . ?
C12B C11B C10B 121.5(8) . . ?
C11B C12B C13B 118.0(8) . . ?
C14B C13B C12B 121.3(8) . . ?
C13B C14B C9B 120.8(7) . . ?
C16B C15B C20B 117.0(7) . . ?
C16B C15B C5B 120.6(7) . . ?
C20B C15B C5B 122.3(6) . . ?
C17B C16B C15B 122.4(7) . . ?
C16B C17B C18B 119.9(7) . . ?
C19B C18B C17B 118.3(7) . . ?
C18B C19B C20B 121.0(7) . . ?
C19B C20B C15B 121.3(7) . . ?
C6X C1X C2X 118.2(7) . . ?
C6X C1X C7X 118.8(8) . . ?
C2X C1X C7X 123.0(8) . . ?
C3X C2X C1X 118.1(9) . . ?
C3X C2X C8X 123.4(10) . . ?
C1X C2X C8X 118.5(9) . . ?
C4X C3X C2X 123.5(9) . . ?
C3X C4X C5X 119.8(8) . . ?
C6X C5X C4X 116.1(8) . . ?
C5X C6X C1X 124.3(8) . . ?
_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full 25.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max 0.320
_refine_diff_density_min -0.329
_refine_diff_density_rms 0.062
# Attachment 'isa6_deposition.cif'
data_isa6_om
_database_code_depnum_ccdc_archive 'CCDC 785000'
#TrackingRef 'isa6_deposition.cif'
_audit_creation_method SHELXL-97
_chemical_name_systematic
;
?
;
_chemical_name_common ?
_chemical_melting_point ?
_chemical_formula_moiety ?
_chemical_formula_sum 'C23 H25 O2'
_chemical_formula_weight 333.43
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'
_symmetry_cell_setting Monoclinic
_symmetry_space_group_name_H-M C2/c
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'
_cell_length_a 29.898(2)
_cell_length_b 6.0728(3)
_cell_length_c 20.9859(12)
_cell_angle_alpha 90.00
_cell_angle_beta 110.252(3)
_cell_angle_gamma 90.00
_cell_volume 3574.8(4)
_cell_formula_units_Z 8
_cell_measurement_temperature 150(2)
_cell_measurement_reflns_used 5263
_cell_measurement_theta_min 2.91
_cell_measurement_theta_max 27.48
_exptl_crystal_description needles
_exptl_crystal_colour colourless
_exptl_crystal_size_max 0.37
_exptl_crystal_size_mid 0.12
_exptl_crystal_size_min 0.08
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 1.239
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 1432
_exptl_absorpt_coefficient_mu 0.077
_exptl_absorpt_correction_type Multi-scan
_exptl_absorpt_correction_T_min 0.9718
_exptl_absorpt_correction_T_max 0.9938
_exptl_absorpt_process_details '(SADABS; Sheldrick, 2003)'
_exptl_special_details
;
?
;
_diffrn_ambient_temperature 150(2)
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_type MoK\a
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_monochromator graphite
_diffrn_measurement_device_type 'Bruker kappa APEXII CCD Area Detector'
_diffrn_measurement_method '\f scans, and \w scans with \k offsets'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number 0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time 0
_diffrn_standards_decay_% 0
_diffrn_reflns_number 16664
_diffrn_reflns_av_R_equivalents 0.0592
_diffrn_reflns_av_sigmaI/netI 0.0427
_diffrn_reflns_limit_h_min -35
_diffrn_reflns_limit_h_max 35
_diffrn_reflns_limit_k_min -7
_diffrn_reflns_limit_k_max 7
_diffrn_reflns_limit_l_min -24
_diffrn_reflns_limit_l_max 24
_diffrn_reflns_theta_min 2.07
_diffrn_reflns_theta_max 25.00
_reflns_number_total 3142
_reflns_number_gt 2475
_reflns_threshold_expression >2sigma(I)
_computing_data_collection
;
APEX2(Bruker, 2007, Bruker AXS Inc., Madison, USA)
;
_computing_cell_refinement
;
APEX2(Bruker, 2007, Bruker AXS Inc.,Madison, USA)
;
_computing_data_reduction
;
APEX2(Bruker, 2007, Bruker AXS Inc., Madison, USA)
;
_computing_structure_solution 'SHELXS-97. Sheldrick, G. M. (2008)'
_computing_structure_refinement 'SHELXL-97. Sheldrick, G. M. (2008)'
_computing_molecular_graphics 'SHELXTL-Plus. Sheldrick, G. M. (2008)'
_refine_special_details
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type full
_refine_ls_weighting_scheme calc
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens geom
_refine_ls_hydrogen_treatment mixed
_refine_ls_extinction_method none
_refine_ls_extinction_coef ?
_refine_ls_number_reflns 3142
_refine_ls_number_parameters 341
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0636
_refine_ls_R_factor_gt 0.0472
_refine_ls_wR_factor_ref 0.1580
_refine_ls_wR_factor_gt 0.1419
_refine_ls_goodness_of_fit_ref 1.169
_refine_ls_restrained_S_all 1.169
_refine_ls_shift/su_max 0.000
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O -0.01066(6) 0.5816(3) 0.33294(8) 0.0683(6) Uani 1 1 d . . .
O2 O 0.06385(4) 0.68176(19) 0.29976(6) 0.0257(3) Uani 1 1 d . . .
C1 C -0.00099(7) 0.3935(3) 0.37683(9) 0.0321(5) Uani 1 1 d . . .
C2 C 0.03892(7) 0.4520(3) 0.44355(9) 0.0279(4) Uani 1 1 d . . .
C3 C 0.08689(6) 0.4042(3) 0.43426(9) 0.0261(4) Uani 1 1 d . . .
C4 C 0.11288(7) 0.5949(3) 0.41327(9) 0.0250(4) Uani 1 1 d . . .
C5 C 0.10677(6) 0.5650(3) 0.33771(8) 0.0223(4) Uani 1 1 d . . .
C6 C 0.09905(7) 0.3154(3) 0.32669(9) 0.0262(4) Uani 1 1 d . . .
C7 C 0.07523(7) 0.2323(3) 0.37592(10) 0.0316(5) Uani 1 1 d . . .
C8 C 0.02123(10) 0.2062(5) 0.34959(17) 0.0683(9) Uani 1 1 d . . .
C9 C -0.04765(7) 0.3366(3) 0.38660(9) 0.0300(5) Uani 1 1 d . . .
C10 C -0.08529(7) 0.4852(4) 0.36863(9) 0.0341(5) Uani 1 1 d . . .
C11 C -0.12761(8) 0.4377(4) 0.37917(10) 0.0390(5) Uani 1 1 d . . .
C12 C -0.13274(8) 0.2410(3) 0.40887(10) 0.0376(5) Uani 1 1 d . . .
C13 C -0.09584(8) 0.0916(3) 0.42693(11) 0.0395(5) Uani 1 1 d . . .
C14 C -0.05376(8) 0.1373(3) 0.41579(10) 0.0367(5) Uani 1 1 d . . .
C15 C 0.14863(6) 0.6527(3) 0.31987(8) 0.0235(4) Uani 1 1 d . . .
C16 C 0.14404(7) 0.8332(3) 0.27731(9) 0.0271(4) Uani 1 1 d . . .
C17 C 0.18291(8) 0.9115(3) 0.26199(10) 0.0340(5) Uani 1 1 d . . .
C18 C 0.22662(7) 0.8085(3) 0.28778(10) 0.0349(5) Uani 1 1 d . . .
C19 C 0.23158(7) 0.6274(3) 0.32992(10) 0.0331(5) Uani 1 1 d . . .
C20 C 0.19318(7) 0.5515(3) 0.34605(10) 0.0288(4) Uani 1 1 d . . .
H1O H 0.0157(12) 0.621(5) 0.3257(16) 0.091(10) Uiso 1 1 d . . .
H2O H 0.0525(9) 0.633(4) 0.2543(14) 0.062(7) Uiso 1 1 d . . .
H3 H 0.1090(7) 0.341(3) 0.4778(10) 0.028(5) Uiso 1 1 d . . .
H7 H 0.0898(8) 0.092(4) 0.3932(11) 0.044(6) Uiso 1 1 d . . .
H10 H -0.0807(8) 0.621(4) 0.3520(11) 0.040(6) Uiso 1 1 d . . .
H11 H -0.1546(9) 0.548(4) 0.3671(12) 0.051(6) Uiso 1 1 d . . .
H12 H -0.1631(9) 0.214(4) 0.4174(12) 0.053(7) Uiso 1 1 d . . .
H13 H -0.0988(9) -0.052(4) 0.4484(13) 0.057(7) Uiso 1 1 d . . .
H14 H -0.0273(8) 0.015(3) 0.4286(10) 0.039(6) Uiso 1 1 d . . .
H16 H 0.1128(8) 0.909(3) 0.2588(11) 0.036(5) Uiso 1 1 d . . .
H17 H 0.1797(8) 1.045(4) 0.2325(11) 0.043(6) Uiso 1 1 d . . .
H18 H 0.2540(8) 0.860(3) 0.2768(11) 0.040(6) Uiso 1 1 d . . .
H19 H 0.2631(9) 0.547(3) 0.3480(11) 0.044(6) Uiso 1 1 d . . .
H20 H 0.1970(7) 0.429(3) 0.3747(11) 0.035(5) Uiso 1 1 d . . .
H21 H 0.0358(8) 0.347(3) 0.4784(11) 0.037(5) Uiso 1 1 d . . .
H22 H 0.0356(8) 0.603(4) 0.4554(11) 0.044(6) Uiso 1 1 d . . .
H41 H 0.1008(8) 0.738(4) 0.4203(10) 0.038(5) Uiso 1 1 d . . .
H42 H 0.1478(7) 0.586(3) 0.4396(10) 0.024(5) Uiso 1 1 d . . .
H61 H 0.1303(8) 0.238(3) 0.3380(10) 0.040(6) Uiso 1 1 d . . .
H62 H 0.0812(7) 0.281(3) 0.2780(10) 0.034(5) Uiso 1 1 d . . .
H81 H 0.0094(14) 0.171(7) 0.305(2) 0.124(14) Uiso 1 1 d . . .
H82 H 0.0096(15) 0.067(6) 0.360(2) 0.118(13) Uiso 1 1 d . . .
C1B C 0.22468(10) 0.3354(5) 0.53703(12) 0.0547(7) Uani 1 1 d . . .
C2B C 0.20982(9) 0.1449(4) 0.50091(13) 0.0524(7) Uani 1 1 d . . .
C3B C 0.23500(10) 0.0595(4) 0.46357(12) 0.0520(7) Uani 1 1 d . . .
H1B H 0.2074(10) 0.390(5) 0.5663(14) 0.090(11) Uani 1 1 d . . .
H2B H 0.1798(10) 0.074(5) 0.5023(16) 0.083(10) Uani 1 1 d . . .
H3B H 0.2216(12) -0.080(4) 0.4389(15) 0.099(12) 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 0.0251(9) 0.1197(16) 0.0523(10) 0.0573(10) 0.0033(7) -0.0056(9)
O2 0.0246(7) 0.0292(7) 0.0219(7) 0.0025(5) 0.0060(5) 0.0066(5)
C1 0.0289(11) 0.0434(11) 0.0230(9) 0.0000(8) 0.0076(8) -0.0072(8)
C2 0.0276(10) 0.0298(10) 0.0243(9) -0.0018(7) 0.0062(8) 0.0019(8)
C3 0.0272(10) 0.0266(10) 0.0221(9) 0.0067(7) 0.0054(8) 0.0056(7)
C4 0.0283(11) 0.0226(10) 0.0213(9) 0.0002(7) 0.0052(8) 0.0034(7)
C5 0.0226(9) 0.0216(9) 0.0202(8) 0.0000(6) 0.0043(7) 0.0041(7)
C6 0.0259(10) 0.0228(9) 0.0292(10) -0.0038(7) 0.0087(8) 0.0009(7)
C7 0.0423(12) 0.0171(9) 0.0393(11) 0.0014(8) 0.0189(9) 0.0035(8)
C8 0.0574(17) 0.082(2) 0.086(2) -0.0618(17) 0.0516(16) -0.0414(15)
C9 0.0309(11) 0.0377(11) 0.0193(8) -0.0051(8) 0.0062(8) -0.0071(8)
C10 0.0384(12) 0.0386(12) 0.0263(9) 0.0010(8) 0.0126(8) -0.0038(9)
C11 0.0365(12) 0.0491(13) 0.0320(10) -0.0003(9) 0.0129(9) 0.0020(10)
C12 0.0341(12) 0.0471(12) 0.0342(11) -0.0080(9) 0.0151(9) -0.0117(9)
C13 0.0413(13) 0.0368(11) 0.0429(12) -0.0010(9) 0.0178(10) -0.0105(9)
C14 0.0352(12) 0.0369(11) 0.0370(11) -0.0007(9) 0.0113(9) -0.0035(9)
C15 0.0269(10) 0.0217(9) 0.0206(8) -0.0042(7) 0.0066(7) 0.0000(7)
C16 0.0315(11) 0.0228(9) 0.0259(9) -0.0016(7) 0.0084(8) 0.0027(8)
C17 0.0427(12) 0.0301(10) 0.0314(10) 0.0039(8) 0.0156(9) -0.0026(8)
C18 0.0336(12) 0.0408(12) 0.0335(10) -0.0013(8) 0.0156(9) -0.0056(9)
C19 0.0266(11) 0.0387(11) 0.0332(10) 0.0013(8) 0.0092(8) 0.0035(9)
C20 0.0281(10) 0.0282(10) 0.0288(9) 0.0027(8) 0.0085(8) 0.0019(8)
C1B 0.0602(17) 0.0734(18) 0.0350(12) 0.0165(12) 0.0221(12) 0.0395(15)
C2B 0.0306(13) 0.0635(17) 0.0544(15) 0.0303(13) 0.0037(11) 0.0022(12)
C3B 0.0637(18) 0.0337(13) 0.0398(13) 0.0007(10) -0.0060(12) 0.0095(12)
H1B 0.07(2) 0.16(3) 0.040(17) 0.011(18) 0.015(16) 0.07(2)
H2B 0.030(18) 0.11(3) 0.11(3) 0.047(19) 0.022(17) 0.002(16)
H3B 0.12(3) 0.055(18) 0.07(2) -0.048(17) -0.034(18) 0.010(18)
_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 1.433(2) . ?
O2 C5 1.441(2) . ?
C1 C9 1.518(3) . ?
C1 C8 1.524(3) . ?
C1 C2 1.534(3) . ?
C2 C3 1.540(3) . ?
C3 C4 1.541(3) . ?
C3 C7 1.554(2) . ?
C4 C5 1.543(2) . ?
C5 C15 1.521(2) . ?
C5 C6 1.538(2) . ?
C6 C7 1.529(3) . ?
C7 C8 1.523(3) . ?
C9 C10 1.389(3) . ?
C9 C14 1.397(3) . ?
C10 C11 1.388(3) . ?
C11 C12 1.380(3) . ?
C12 C13 1.376(3) . ?
C13 C14 1.385(3) . ?
C15 C16 1.390(2) . ?
C15 C20 1.395(3) . ?
C16 C17 1.393(3) . ?
C17 C18 1.379(3) . ?
C18 C19 1.387(3) . ?
C19 C20 1.384(3) . ?
C1B C3B 1.368(4) 7_556 ?
C1B C2B 1.370(4) . ?
C2B C3B 1.363(4) . ?
C3B C1B 1.368(4) 7_556 ?
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
O1 C1 C9 106.13(16) . . ?
O1 C1 C8 111.8(2) . . ?
C9 C1 C8 114.89(17) . . ?
O1 C1 C2 108.78(16) . . ?
C9 C1 C2 112.98(15) . . ?
C8 C1 C2 102.28(18) . . ?
C1 C2 C3 107.77(15) . . ?
C2 C3 C4 118.58(15) . . ?
C2 C3 C7 105.15(15) . . ?
C4 C3 C7 106.10(14) . . ?
C3 C4 C5 108.26(14) . . ?
O2 C5 C15 110.05(13) . . ?
O2 C5 C6 110.07(14) . . ?
C15 C5 C6 113.66(14) . . ?
O2 C5 C4 106.02(13) . . ?
C15 C5 C4 113.39(14) . . ?
C6 C5 C4 103.21(13) . . ?
C7 C6 C5 107.72(14) . . ?
C8 C7 C6 118.2(2) . . ?
C8 C7 C3 106.04(16) . . ?
C6 C7 C3 106.30(14) . . ?
C7 C8 C1 109.34(17) . . ?
C10 C9 C14 117.73(19) . . ?
C10 C9 C1 120.76(17) . . ?
C14 C9 C1 121.48(18) . . ?
C11 C10 C9 121.28(19) . . ?
C12 C11 C10 120.1(2) . . ?
C13 C12 C11 119.4(2) . . ?
C12 C13 C14 120.6(2) . . ?
C13 C14 C9 120.8(2) . . ?
C16 C15 C20 117.97(17) . . ?
C16 C15 C5 121.81(15) . . ?
C20 C15 C5 120.22(15) . . ?
C15 C16 C17 120.85(18) . . ?
C18 C17 C16 120.51(18) . . ?
C17 C18 C19 119.17(19) . . ?
C20 C19 C18 120.38(18) . . ?
C19 C20 C15 121.11(18) . . ?
C3B C1B C2B 120.5(2) 7_556 . ?
C3B C2B C1B 120.1(3) . . ?
C2B C3B C1B 119.4(3) . 7_556 ?
_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full 25.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max 0.336
_refine_diff_density_min -0.496
_refine_diff_density_rms 0.044