#------------------------------------------------------------------------------ #$Date: 2013-08-29 16:37:19 +0100 (Thu, 29 Aug 2013) $ #$Revision: 88064 $ #$URL: svn://www.crystallography.net/cod/cif/2/01/16/2011607.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/. The original data for this entry # were provided by IUCr Journals, http://journals.iucr.org/. # # The file may be used within the scientific community so long as # proper attribution is given to the journal article from which the # data were obtained. # data_2011607 loop_ _publ_author_name 'Meyers, Cal Y.' 'Lutfi, Hisham G.' 'Varol, Pninit' 'Hou, Yuqing' 'Robinson, Paul D.' _publ_section_title ; The surprising sp rotameric structure of 9-methyl-9-pivaloylfluorene ; _journal_issue 12 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1468 _journal_page_last 1470 _journal_volume 56 _journal_year 2000 _chemical_formula_moiety ' C19 H20 O1' _chemical_formula_sum 'C19 H20 O' _chemical_formula_weight 264.35 _chemical_melting_point 431.0(5) _chemical_name_systematic ; sp-9-methyl-9-pivaloylfluorene ; _space_group_IT_number 36 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_Hall 'C 2c -2' _symmetry_space_group_name_H-M 'C m c 21' _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 13.908(2) _cell_length_b 15.3513(18) _cell_length_c 7.1860(6) _cell_measurement_reflns_used 24 _cell_measurement_temperature 296 _cell_measurement_theta_max 10.5 _cell_measurement_theta_min 10.0 _cell_volume 1534.3(3) _computing_cell_refinement 'MSC/AFC Diffractometer Control Software' _computing_data_collection ; MSC/AFC Diffractometer Control Software (Molecular Structure Corporation, 1996) ; _computing_data_reduction ; PROCESS in TEXSAN (Molecular Structure Corporation, 1997) ; _computing_molecular_graphics 'ORTEP (Johnson, 1965)' _computing_publication_material ; TEXSAN, SHELXL97 and PLATON (Spek, 2000) ; _computing_structure_refinement 'TEXSAN and SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1990)' _diffrn_ambient_temperature 296 _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 1.000 _diffrn_measurement_device_type 'Rigaku AFC-5S' _diffrn_measurement_method '\w (rate 6\% min^-1^)' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength .71069 _diffrn_reflns_av_R_equivalents .023 _diffrn_reflns_av_sigmaI/netI .0362 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_limit_l_min -1 _diffrn_reflns_number 1137 _diffrn_reflns_theta_full 27.53 _diffrn_reflns_theta_max 27.53 _diffrn_reflns_theta_min 1.98 _diffrn_standards_decay_% .7 _diffrn_standards_interval_count 150 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu .069 _exptl_absorpt_correction_type none _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.144 _exptl_crystal_density_meas 'not measured' _exptl_crystal_description fragment _exptl_crystal_F_000 568 _exptl_crystal_size_max .51 _exptl_crystal_size_mid .49 _exptl_crystal_size_min .43 _refine_diff_density_max .26 _refine_diff_density_min -.13 _refine_ls_abs_structure_details ; Absolute structure could not be determined ; _refine_ls_abs_structure_Flack 0(10) _refine_ls_extinction_coef .025(4) _refine_ls_extinction_method SHELXL97 _refine_ls_goodness_of_fit_ref 1.024 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 102 _refine_ls_number_reflns 997 _refine_ls_number_restraints 1 _refine_ls_restrained_S_all 1.024 _refine_ls_R_factor_all .072 _refine_ls_R_factor_gt .043 _refine_ls_shift/su_max .001 _refine_ls_shift/su_mean .000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0884P)^2^+0.0776P] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref .138 _reflns_number_gt 691 _reflns_number_total 997 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file gd1104.cif _[local]_cod_data_source_block III _cod_depositor_comments ; The following automatic conversions were performed: '_chemical_melting_point' value '430.5-431.5' was changed to '431.0(5)' - the average value was taken and precision was estimated. Automatic conversion script Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana The following automatic conversions were performed: '_chemical_melting_point' value '430.5-431.5' was changed to '431.0(5)' - the average value was taken and precision was estimated. Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana ; _cod_database_code 2011607 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, z' '-x, -y, z+1/2' 'x, -y, z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, z' '-x+1/2, -y+1/2, z+1/2' 'x+1/2, -y+1/2, z+1/2' loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol O1 1.0000 .8478(2) .6436(5) .0886(13) Uani d S 1 . . O C1 .8178(2) .67810(19) .4404(5) .0664(9) Uani d . 1 . . C C2 .7542(2) .6318(3) .3297(8) .0826(11) Uani d . 1 . . C C3 .7858(3) .5753(2) .1967(6) .0781(11) Uani d . 1 . . C C4 .8814(3) .56247(18) .1667(5) .0649(8) Uani d . 1 . . C C4a .94769(19) .60772(14) .2745(3) .0467(6) Uani d . 1 . . C C9 1.0000 .7067(2) .5121(5) .0440(8) Uani d S 1 . . C C9a .91558(19) .66596(15) .4107(4) .0463(6) Uani d . 1 . . C C10 1.0000 .8074(2) .5015(5) .0480(9) Uani d S 1 . . C C11 1.0000 .8595(2) .3169(6) .0479(8) Uani d S 1 . . C C12 1.0000 .8083(3) .1383(7) .0763(14) Uani d S 1 . . C C13 .9101(4) .9174(3) .3204(7) .1076(15) Uani d . 1 . . C C14 1.0000 .6788(3) .7193(6) .0649(11) Uani d S 1 . . C H1 .7957 .7161 .5316 .080 Uiso calc R 1 . . H H2 .6884 .6394 .3466 .099 Uiso calc R 1 . . H H3 .7412 .5450 .1251 .094 Uiso calc R 1 . . H H4 .9021 .5239 .0753 .078 Uiso calc R 1 . . H H12a 1.0000 .8476 .0313 .114 Uiso d S 1 . . H H12b .9441 .7716 .1308 .114 Uiso d . 1 . . H H13a .9060 .9496 .2061 .161 Uiso calc R 1 . . H H13b .9142 .9572 .4231 .161 Uiso calc R 1 . . H H13c .8539 .8816 .3341 .161 Uiso calc R 1 . . H H14a 1.0000 .6164 .7241 .097 Uiso d S 1 . . H H14b .9414 .6976 .7742 .097 Uiso d . 1 . . H loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 O1 .177(4) .0474(15) .0419(16) .000 .000 -.0118(14) C1 .0621(16) .0650(16) .072(2) -.0028(14) .0138(16) .0021(18) C2 .0560(15) .086(2) .106(3) -.0162(16) .001(2) .016(3) C3 .074(2) .074(2) .086(3) -.0242(16) -.019(2) .006(2) C4 .093(2) .0470(13) .0546(17) -.0134(13) -.0135(17) -.0016(13) C4a .0662(14) .0354(10) .0386(11) -.0064(10) -.0024(12) .0028(10) C9 .056(2) .0421(15) .0335(16) .000 .000 -.0003(15) C9a .0600(14) .0397(10) .0392(11) -.0039(10) .0031(13) .0023(10) C10 .065(2) .0432(17) .0353(16) .000 .000 -.0030(15) C11 .066(2) .0384(15) .0397(17) .000 .000 .0026(15) C12 .134(4) .057(2) .0380(19) .000 .000 .005(2) C13 .122(3) .122(3) .079(3) .057(3) .013(3) .018(3) C14 .105(3) .052(2) .0375(19) .000 .000 .0038(17) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag O1 C10 . 1.195(5) yes C1 C2 . 1.386(5) no C1 C9a . 1.389(4) no C2 C3 . 1.363(6) no C3 C4 . 1.362(5) no C4 C4a . 1.390(4) no C4a C9a . 1.399(4) no C4a C4a 2_755 1.455(5) no C9 C9a . 1.517(3) no C9 C10 . 1.547(5) no C9 C14 . 1.549(5) no C10 C11 . 1.549(5) no C11 C12 . 1.506(6) no C11 C13 . 1.534(4) no loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O .0106 .0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 1 -3 1 2 -2 1 0 -2 2 loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C10 C9 C14 . . 108.9(3) yes C9 C10 C11 . . 123.9(3) yes C9a C9 C14 . . 110.34(19) yes C9a C9 C10 . . 112.85(19) yes O1 C10 C9 . . 118.5(3) yes O1 C10 C11 . . 117.6(3) yes C2 C1 C9a . . 117.9(3) no C3 C2 C1 . . 121.5(3) no C4 C3 C2 . . 121.2(3) no C3 C4 C4a . . 119.2(3) no C9a C4a C4a . 2_755 108.62(15) no C9a C4a C4 . . 119.8(3) no C4 C4a C4a . 2_755 131.53(17) no C9a C9 C9a . 2_755 101.4(3) no C4a C9a C1 . . 120.4(3) no C4a C9a C9 . . 110.7(2) no C1 C9a C9 . . 129.0(3) no C12 C11 C13 . . 108.4(3) no C13 C11 C13 2_755 . 109.2(5) no C12 C11 C10 . . 117.4(3) no C13 C11 C10 . . 106.6(3) no 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_site_symmetry_1 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag C10 C9 C9a C1 . . -58.9(4) yes C14 C9 C9a C1 . . 63.2(4) yes C10 C9 C9a C4a . . 122.8(2) yes C14 C9 C9a C4a . . -115.2(2) yes C9a C1 C2 C3 . . .6(5) no C1 C2 C3 C4 . . -.3(6) no C2 C3 C4 C4a . . .2(5) no C3 C4 C4a C9a . . -.4(4) no C3 C4 C4a C4a . 2_755 -179.8(2) no C4a C4a C9a C1 2_755 . -179.7(2) no C4 C4a C9a C1 . . .8(4) no C4a C4a C9a C9 2_755 . -1.2(2) no C4 C4a C9a C9 . . 179.3(2) no C2 C1 C9a C4a . . -.8(4) no C2 C1 C9a C9 . . -179.0(3) no C9a C9 C9a C4a 2_755 . 1.8(3) no C9a C9 C9a C1 2_755 . -179.9(2) no C9a C9 C10 O1 . . 122.9(2) no C9a C9 C10 C11 . . -57.1(2) no O1 C10 C11 C13 . . -58.2(3) no C9 C10 C11 C13 . . 121.8(3) no _cod_database_fobs_code 2011607