#------------------------------------------------------------------------------
#$Date: 2017-10-13 03:48:21 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201957 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/01/13/2011357.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_2011357
loop_
_publ_author_name
'Meyers, Cal Y.'
'Lutfi, Hisham G.'
'Robinson, Paul D.'
_publ_section_title
;
 sp-9-Acetylfluorene, the initial acetylation product of
 9-fluorenyllithium
;
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              e418
_journal_page_last               e419
_journal_paper_doi               10.1107/S0108270100011124
_journal_volume                  56
_journal_year                    2000
_chemical_formula_moiety         'C15 H12 O'
_chemical_formula_sum            'C15 H12 O'
_chemical_formula_weight         208.25
_chemical_melting_point          347.5(5)
_chemical_name_systematic
;
sp-9-Acetylfluorene
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_cell_angle_alpha                90.00
_cell_angle_beta                 98.19(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.253(4)
_cell_length_b                   5.740(6)
_cell_length_c                   17.782(6)
_cell_measurement_reflns_used    23
_cell_measurement_temperature    296
_cell_measurement_theta_max      8.1
_cell_measurement_theta_min      2.3
_cell_volume                     1136.9(13)
_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_publication_material
;
TEXSAN, SHELXL97, and PLATON (Spek, 2000)
;
_computing_structure_refinement  'LS in TEXSAN and SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296
_diffrn_measured_fraction_theta_full .982
_diffrn_measured_fraction_theta_max .982
_diffrn_measurement_device_type  'Rigaku AFC-5S'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     .71069
_diffrn_reflns_av_R_equivalents  .043
_diffrn_reflns_av_sigmaI/netI    .058
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            2109
_diffrn_reflns_theta_full        25.16
_diffrn_reflns_theta_max         25.16
_diffrn_reflns_theta_min         2.02
_diffrn_standards_decay_%        -.3
_diffrn_standards_interval_count 100
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    .075
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.217
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             440
_exptl_crystal_size_max          .49
_exptl_crystal_size_mid          .43
_exptl_crystal_size_min          .38
_refine_diff_density_max         .16
_refine_diff_density_min         -.20
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     146
_refine_ls_number_reflns         2001
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.008
_refine_ls_R_factor_all          .134
_refine_ls_R_factor_gt           .045
_refine_ls_shift/su_max          <0.001
_refine_ls_shift/su_mean         .000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0747P)²+0.0629P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         .156
_reflns_number_gt                981
_reflns_number_total             2001
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            qa0375.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value '347-348' was changed to '347.5(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 '347-348' was changed to '347.5(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_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2011357
_cod_database_fobs_code          2011357
loop_
_symmetry_equiv_pos_as_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'
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 -.0753(2) .5733(4) .41839(14) .0854(8) Uani d . 1 . . O
C1 .2326(2) .2426(5) .43818(16) .0592(7) Uani d . 1 . . C
C2 .3244(2) .0839(6) .45510(18) .0666(9) Uani d . 1 . . C
C3 .3341(2) -.1050(6) .40848(19) .0707(9) Uani d . 1 . . C
C4 .2529(2) -.1404(5) .34437(18) .0616(8) Uani d . 1 . . C
C4a .1596(2) .0179(5) .32713(15) .0484(7) Uani d . 1 . . C
C4b .0617(2) .0272(5) .26332(15) .0516(7) Uani d . 1 . . C
C5 .0321(3) -.1187(6) .20109(17) .0695(9) Uani d . 1 . . C
C6 -.0669(3) -.0666(7) .14903(19) .0833(11) Uani d . 1 . . C
C7 -.1356(3) .1277(7) .1581(2) .0848(11) Uani d . 1 . . C
C8 -.1075(3) .2762(6) .21952(18) .0714(9) Uani d . 1 . . C
C8a -.0075(2) .2243(5) .27152(15) .0520(7) Uani d . 1 . . C
C9 .0418(2) .3560(5) .34278(15) .0529(7) Uani d . 1 . . C
C9a .1500(2) .2089(4) .37388(15) .0471(7) Uani d . 1 . . C
C10 -.0491(2) .3829(5) .39785(16) .0549(7) Uani d . 1 . . C
C11 -.1065(3) .1687(5) .4228(2) .0787(10) Uani d . 1 . . C
H1 .2263 .3703 .4696 .071 Uiso calc R 1 . . H
H2 .3804 .1045 .4984 .080 Uiso calc R 1 . . H
H3 .3968 -.2101 .4207 .085 Uiso calc R 1 . . H
H4 .2601 -.2679 .3131 .074 Uiso calc R 1 . . H
H5 .0785 -.2495 .1947 .083 Uiso calc R 1 . . H
H6 -.0876 -.1634 .1073 .100 Uiso calc R 1 . . H
H7 -.2022 .1596 .1223 .102 Uiso calc R 1 . . H
H8 -.1543 .4065 .2256 .086 Uiso calc R 1 . . H
H9 .0690 .5104 .3289 .063 Uiso calc R 1 . . H
H11a -.1145 .1819 .4757 .118 Uiso calc R 1 . . H
H11b -.0576 .0360 .4154 .118 Uiso calc R 1 . . H
H11c -.1844 .1499 .3936 .118 Uiso calc R 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 .0847(16) .0616(15) .111(2) .0168(12) .0192(13) -.0204(13)
C1 .0522(15) .0620(18) .0636(18) -.0020(14) .0089(14) -.0074(16)
C2 .0440(15) .084(2) .069(2) .0035(16) .0007(14) .0016(19)
C3 .0448(16) .077(2) .092(2) .0120(16) .0142(17) .007(2)
C4 .0510(15) .0536(17) .085(2) .0035(15) .0253(15) -.0064(17)
C4a .0401(13) .0483(15) .0591(15) -.0063(12) .0157(12) -.0017(14)
C4b .0483(15) .0531(16) .0555(17) -.0133(13) .0148(13) -.0047(14)
C5 .0676(19) .075(2) .068(2) -.0221(17) .0188(16) -.0143(18)
C6 .080(2) .105(3) .064(2) -.035(2) .0062(19) -.013(2)
C7 .061(2) .119(3) .069(2) -.025(2) -.0055(17) .013(2)
C8 .0575(18) .081(2) .073(2) -.0030(17) .0011(16) .0119(19)
C8a .0464(14) .0549(17) .0545(16) -.0099(13) .0063(13) .0052(14)
C9 .0494(15) .0388(14) .0703(18) .0005(12) .0080(13) .0036(14)
C9a .0398(14) .0455(15) .0569(16) -.0016(11) .0096(12) .0016(13)
C10 .0454(14) .0515(17) .0647(18) .0086(14) -.0022(13) -.0056(15)
C11 .068(2) .073(2) .101(3) .0048(18) .0351(18) .008(2)
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 0 -1
-1 1 1
-2 0 4
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
C2 C1 C9a 118.9(3) no
C1 C2 C3 120.6(3) no
C4 C3 C2 121.1(3) no
C3 C4 C4a 118.7(3) no
C4 C4a C9a 120.4(3) no
C4 C4a C4b 131.0(3) no
C9a C4a C4b 108.7(2) no
C5 C4b C8a 119.9(3) no
C5 C4b C4a 131.5(3) no
C8a C4b C4a 108.6(2) no
C6 C5 C4b 118.9(3) no
C5 C6 C7 120.7(3) no
C6 C7 C8 121.4(3) no
C8a C8 C7 117.8(3) no
C8 C8a C4b 121.3(3) no
C8 C8a C9 128.3(3) no
C4b C8a C9 110.5(2) no
C8a C9 C9a 101.9(2) no
C8a C9 C10 113.0(2) no
C9a C9 C10 113.5(2) no
C1 C9a C4a 120.4(2) no
C1 C9a C9 129.3(3) no
C4a C9a C9 110.4(2) no
O1 C10 C11 121.7(3) no
O1 C10 C9 120.3(3) no
C11 C10 C9 118.0(2) no
C2 C1 H1 120.5 no
C9a C1 H1 120.5 no
C1 C2 H2 119.7 no
C3 C2 H2 119.7 no
C4 C3 H3 119.5 no
C2 C3 H3 119.5 no
C3 C4 H4 120.7 no
C4a C4 H4 120.7 no
C6 C5 H5 120.5 no
C4b C5 H5 120.5 no
C5 C6 H6 119.6 no
C7 C6 H6 119.6 no
C6 C7 H7 119.3 no
C8 C7 H7 119.3 no
C8a C8 H8 121.1 no
C7 C8 H8 121.1 no
C8a C9 H9 109.4 no
C9a C9 H9 109.4 no
C10 C9 H9 109.4 no
C10 C11 H11a 109.5 no
C10 C11 H11b 109.5 no
H11a C11 H11b 109.5 no
C10 C11 H11c 109.5 no
H11a C11 H11c 109.5 no
H11b C11 H11c 109.5 no
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 . 1.202(3) no
C1 C2 . 1.378(4) no
C1 C9a . 1.381(4) no
C2 C3 . 1.379(4) no
C3 C4 . 1.371(4) no
C4 C4a . 1.389(4) no
C4a C9a . 1.389(4) no
C4a C4b . 1.466(4) no
C4b C5 . 1.390(4) no
C4b C8a . 1.393(4) no
C5 C6 . 1.376(4) no
C6 C7 . 1.380(5) no
C7 C8 . 1.386(4) no
C8 C8a . 1.383(4) no
C8a C9 . 1.512(4) no
C9 C9a . 1.519(3) no
C9 C10 . 1.521(4) no
C10 C11 . 1.486(4) no
C1 H1 . .9300 no
C2 H2 . .9300 no
C3 H3 . .9300 no
C4 H4 . .9300 no
C5 H5 . .9300 no
C6 H6 . .9300 no
C7 H7 . .9300 no
C8 H8 . .9300 no
C9 H9 . .9800 no
C11 H11a . .9600 no
C11 H11b . .9600 no
C11 H11c . .9600 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
_geom_torsion_publ_flag
C9a C1 C2 C3 .3(4) no
C1 C2 C3 C4 -.1(4) no
C2 C3 C4 C4a -.2(4) no
C3 C4 C4a C9a .5(4) no
C3 C4 C4a C4b 179.3(3) no
C4 C4a C4b C5 .2(5) no
C9a C4a C4b C5 179.1(3) no
C4 C4a C4b C8a -179.0(3) no
C9a C4a C4b C8a .0(3) no
C8a C4b C5 C6 -.9(4) no
C4a C4b C5 C6 179.9(3) no
C4b C5 C6 C7 .2(5) no
C5 C6 C7 C8 .1(5) no
C6 C7 C8 C8a .3(5) no
C7 C8 C8a C4b -1.1(4) no
C7 C8 C8a C9 -179.7(3) no
C5 C4b C8a C8 1.4(4) no
C4a C4b C8a C8 -179.3(2) no
C5 C4b C8a C9 -179.7(2) no
C4a C4b C8a C9 -.4(3) no
C8 C8a C9 C9a 179.5(3) no
C4b C8a C9 C9a .7(3) no
C8 C8a C9 C10 57.3(4) no
C4b C8a C9 C10 -121.5(2) no
C2 C1 C9a C4a .0(4) no
C2 C1 C9a C9 -179.9(3) no
C4 C4a C9a C1 -.3(4) no
C4b C4a C9a C1 -179.4(2) no
C4 C4a C9a C9 179.6(2) no
C4b C4a C9a C9 .5(3) no
C8a C9 C9a C1 179.2(3) no
C10 C9 C9a C1 -59.0(4) no
C8a C9 C9a C4a -.7(3) no
C10 C9 C9a C4a 121.1(2) no
C8a C9 C10 O1 -123.2(3) no
C9a C9 C10 O1 121.4(3) no
C8a C9 C10 C11 54.7(3) no
C9a C9 C10 C11 -60.7(3) no
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 9531164
