#------------------------------------------------------------------------------
#$Date: 2016-02-19 16:29:56 +0200 (Fri, 19 Feb 2016) $
#$Revision: 176759 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/46/2004696.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_2004696
loop_
_publ_author_name
'Blackburn, A. C.'
'Dobson, A. J.'
'Gerkin, R. E.'
_publ_section_title
;
 Fluorene-1-carboxylic Acid
;
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              907
_journal_page_last               910
_journal_paper_doi               10.1107/S0108270195014971
_journal_volume                  52
_journal_year                    1996
_chemical_formula_moiety         'C14 H10 O2'
_chemical_formula_sum            'C14 H10 O2'
_chemical_formula_weight         210.23
_chemical_name_common            'fluorene-1-carboxylic acid'
_chemical_name_systematic        ' ?'
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_cell_angle_alpha                90
_cell_angle_beta                 92.81(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   5.564(2)
_cell_length_b                   5.327(2)
_cell_length_c                   34.038(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    296
_cell_measurement_theta_max      17.4
_cell_measurement_theta_min      15.4
_cell_volume                     1007.7(5)
_computing_cell_refinement       'MSC/AFC Diffractometer Control Software'
_computing_data_collection
;MSC/AFC Diffractometer Control Software (Molecular Structure Corporation,
 1988)
;
_computing_data_reduction
'TEXSAN (Molecular Structure Corporation, 1989)'
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_publication_material  TEXSAN
_computing_structure_refinement  TEXSAN
_computing_structure_solution    'SHELXS86 (Sheldrick, 1985)'
_diffrn_ambient_temperature      296
_diffrn_measurement_device       AFC5S
_diffrn_measurement_method       ' ω scans '
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'X-ray tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.033
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       44
_diffrn_reflns_limit_l_min       -44
_diffrn_reflns_number            2806
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         2.00
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 150
_diffrn_standards_number         6
_exptl_absorpt_coefficient_mu    0.086
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.385
_exptl_crystal_description       'cut column'
_exptl_crystal_F_000             440
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.27
_refine_diff_density_max         0.26
_refine_diff_density_min         -0.19
_refine_ls_extinction_coef       '1.0(4) x 10^-6^'
_refine_ls_extinction_method     'Zachariasen (1963, 1968)'
_refine_ls_goodness_of_fit_obs   2.06
_refine_ls_hydrogen_treatment    'H atoms: see text'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     158
_refine_ls_number_reflns         1168
_refine_ls_R_factor_obs          0.054
_refine_ls_shift/esd_max         '< 0.01'
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     w=σF⁻²
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.066
_reflns_number_observed          1168
_reflns_number_total             2553
_reflns_observed_criterion       'I >3\s~I~'
_cod_data_source_file            bk1185.cif
_cod_data_source_block           fluorene-1-carboxylic_acid
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'w=\s~F~^-2^' was changed to
'calc'. New tag '_refine_ls_weighting_details' was created. The value
of the new tag was set to 'w=\s~F~^-2^'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1007.8(6)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2004696
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,1/2+y,1/2-z
'-x, -y, -z'
' x, 1/2 -y, 1/2 +z'
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
O(1) 0.075(2) 0.064(2) 0.0420(10) 0.025(2) 0.0230(10) 0.0200(10)
O(2) 0.063(2) 0.061(2) 0.048(2) 0.026(2) 0.0170(10) 0.0150(10)
C(1) 0.045(2) 0.038(2) 0.035(2) 0.004(2) 0.002(2) 0.004(2)
C(2) 0.053(2) 0.047(2) 0.037(2) 0.010(2) 0.011(2) 0.004(2)
C(3) 0.053(2) 0.054(3) 0.053(2) 0.014(2) 0.012(2) 0.005(2)
C(4) 0.055(2) 0.043(2) 0.045(2) 0.010(2) 0.007(2) 0.011(2)
C(5) 0.056(2) 0.049(2) 0.042(2) 0.003(2) 0.005(2) 0.006(2)
C(6) 0.060(2) 0.052(2) 0.048(2) -0.004(2) 0.008(2) 0.010(2)
C(7) 0.058(2) 0.064(3) 0.046(2) -0.001(2) 0.016(2) 0.003(2)
C(8) 0.053(2) 0.055(3) 0.044(2) 0.007(2) 0.011(2) -0.002(2)
C(9) 0.048(2) 0.038(2) 0.037(2) 0.009(2) 0.003(2) -0.001(2)
C(10) 0.042(2) 0.035(2) 0.035(2) -0.001(2) 0.000(2) 0.000(2)
C(11) 0.044(2) 0.032(2) 0.036(2) 0.002(2) 0.004(2) 0.002(2)
C(12) 0.042(2) 0.040(2) 0.032(2) 0.001(2) 0.0010(10) -0.002(2)
C(13) 0.046(2) 0.040(2) 0.034(2) 0.000(2) 0.000(2) -0.002(2)
C(14) 0.048(2) 0.044(2) 0.037(2) 0.006(2) 0.006(2) 0.002(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_thermal_displace_type
_atom_site_type_symbol
O(1) 0.7083(5) 0.2582(5) 0.00564(7) 0.0600(9) Uij O
O(2) 0.4088(5) 0.3720(5) 0.04288(7) 0.0570(8) Uij O
C(1) 0.6628(6) 0.0359(6) 0.06474(9) 0.0391(10) Uij C
C(2) 0.8499(7) -0.1235(7) 0.05526(9) 0.045(1) Uij C
C(3) 0.9300(7) -0.3106(8) 0.08096(10) 0.053(1) Uij C
C(4) 0.8255(7) -0.3435(7) 0.11657(10) 0.048(1) Uij C
C(5) 0.5036(7) -0.3389(7) 0.19409(10) 0.049(1) Uij C
C(6) 0.3391(7) -0.3001(8) 0.22239(10) 0.053(1) Uij C
C(7) 0.1688(7) -0.1134(9) 0.21826(10) 0.056(1) Uij C
C(8) 0.1602(7) 0.0452(8) 0.18582(10) 0.050(1) Uij C
C(9) 0.3516(7) 0.1440(7) 0.11844(10) 0.041(1) Uij C
C(10) 0.5557(6) 0.0037(6) 0.10042(9) 0.0372(9) Uij C
C(11) 0.6390(6) -0.1872(6) 0.12611(9) 0.0371(9) Uij C
C(12) 0.4947(6) -0.1836(7) 0.16118(9) 0.0380(9) Uij C
C(13) 0.3241(6) 0.0074(7) 0.15705(9) 0.0398(10) Uij C
C(14) 0.5850(7) 0.2348(7) 0.03680(9) 0.043(1) Uij C
H(1) 0.656(8) 0.406(11) -0.012(1) 0.12(2) Uiso H
H(9) 0.388(6) 0.329(7) 0.125(1) 0.05(1) Uiso H
H(10) 0.203(6) 0.144(7) 0.102(1) 0.05(1) Uiso H
H(2) 0.926 -0.103 0.030 0.054 Uiso H
H(3) 1.062 -0.421 0.074 0.064 Uiso H
H(4) 0.883 -0.476 0.135 0.058 Uiso H
H(5) 0.624 -0.473 0.197 0.059 Uiso H
H(6) 0.343 -0.407 0.246 0.064 Uiso H
H(7) 0.052 -0.092 0.239 0.067 Uiso H
H(8) 0.041 0.181 0.183 0.060 Uiso H
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
H 0 0 'Stewart, Davidson and Simpson (1965)'
C .002 .002 'Cromer and Waber (1974)'
O .008 .006 'Cromer and Waber (1974)'
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
0 1 2
1 -1 -7
1 -2 6
3 0 -8
4 0 6
2 4 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
C(2) C(1) C(10) 118.9(3) yes
C(1) C(2) C(3) 120.9(3) yes
C(2) C(3) C(4) 120.6(3) yes
C(3) C(4) C(11) 118.9(3) yes
C(6) C(5) C(12) 118.4(3) yes
C(5) C(6) C(7) 121.0(3) yes
C(6) C(7) C(8) 121.1(3) yes
C(7) C(8) C(13) 118.4(4) yes
C(10) C(9) C(13) 102.9(3) yes
C(1) C(10) C(9) 130.9(3) yes
C(1) C(10) C(11) 119.4(3) yes
C(9) C(10) C(11) 109.6(3) yes
C(4) C(11) C(10) 121.2(3) yes
C(4) C(11) C(12) 130.1(3) yes
C(10) C(11) C(12) 108.6(3) yes
C(5) C(12) C(11) 130.3(3) yes
C(5) C(12) C(13) 120.8(3) yes
C(11) C(12) C(13) 108.9(3) yes
C(8) C(13) C(9) 129.8(3) yes
C(8) C(13) C(12) 120.2(3) yes
C(9) C(13) C(12) 109.9(3) yes
C(10) C(9) H(9) 114.0(10) yes
C(10) C(9) H(10) 114.0(10) yes
C(13) C(9) H(9) 107.0(10) yes
C(13) C(9) H(10) 111.0(10) yes
H(9) C(9) H(10) 105(2) yes
C(2) C(1) C(14) 119.2(3) yes
C(10) C(1) C(14) 121.9(3) yes
C(1) C(14) O(1) 116.5(3) yes
C(1) C(14) O(2) 121.4(3) yes
O(1) C(14) O(2) 122.0(3) yes
C(14) O(1) H(1) 114(2) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
C(1) C(2) 1.394(5) yes
C(1) C(10) 1.389(4) yes
C(2) C(3) 1.385(5) yes
C(3) C(4) 1.381(5) yes
C(4) C(11) 1.382(5) yes
C(5) C(6) 1.377(5) yes
C(5) C(12) 1.392(4) yes
C(6) C(7) 1.376(5) yes
C(7) C(8) 1.389(5) yes
C(8) C(13) 1.385(4) yes
C(9) C(10) 1.515(5) yes
C(9) C(13) 1.517(5) yes
C(10) C(11) 1.405(5) yes
C(11) C(12) 1.471(4) yes
C(12) C(13) 1.394(4) yes
C(9) H(9) 1.03(4) yes
C(9) H(10) 0.97(3) yes
C(1) C(14) 1.474(5) yes
C(14) O(1) 1.297(4) yes
C(14) O(2) 1.248(4) yes
O(1) O(2) 2.227(4) yes
O(1) H(1) 1.03(5) yes
