#------------------------------------------------------------------------------
#$Date: 2017-10-13 08:28:26 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201972 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/10/36/2103699.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_2103699
loop_
_publ_author_name
'Xia, Aibing'
'Selegue, John P.'
'Carrillo, Alberto'
'Patrick, Brian O.'
'Parkin, Sean'
'Brock, Carolyn Pratt'
_publ_section_title
;
 Two fluoradene derivatives: pseudosymmetry, eccentric ellipsoids and a
 phase transition
;
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section B'
_journal_page_first              507
_journal_page_last               516
_journal_paper_doi               10.1107/S0108768101008631
_journal_volume                  57
_journal_year                    2001
_chemical_formula_moiety         'C25 H14 N2 O4'
_chemical_formula_sum            'C25 H14 N2 O4'
_chemical_formula_weight         406.38
_chemical_melting_point          513.15
_chemical_name_systematic
;
7b-(2,4-dinitrophenyl)fluoradene
;
_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'
_audit_creation_method
;
SHELXL-97, macros written locally, and C. P. Brock
;
_cell_angle_alpha                90
_cell_angle_beta                 110.040(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.722(2)
_cell_length_b                   15.513(4)
_cell_length_c                   17.111(4)
_cell_measurement_reflns_used    18571
_cell_measurement_temperature    295.0(10)
_cell_measurement_theta_max      25.0
_cell_measurement_theta_min      1.0
_cell_volume                     1925.6(8)
_computing_cell_refinement       'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_data_collection       'COLLECT software (Nonius, 1998)'
_computing_data_reduction        'SCALEPACK (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'SHELXTL PC (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution
;
Starting model from full structure (a=15.444;  two independent
molecules in the asymmetric unit)
;
_diffrn_ambient_temperature      295.0(10)
_diffrn_detector_area_resol_mean 18
_diffrn_measured_fraction_theta_full .996
_diffrn_measured_fraction_theta_max .996
_diffrn_measurement_device_type  'Nonius KappaCCD diffractometer'
_diffrn_measurement_method       'φ and ω scans with 2.0° steps'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     .71073
_diffrn_reflns_av_R_equivalents  .021
_diffrn_reflns_av_sigmaI/netI    .048
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            6094
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.0
_diffrn_reflns_theta_min         2.6
_diffrn_standards_decay_%        <1.
_exptl_absorpt_coefficient_mu    .097
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'dark orange'
_exptl_crystal_density_diffrn    1.402
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'Prism.  Major faces are {011} and {010}'
_exptl_crystal_F_000             840
_exptl_crystal_size_max          .50
_exptl_crystal_size_mid          .20
_exptl_crystal_size_min          .20
_refine_diff_density_max         .38
_refine_diff_density_min         -.40
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.03
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     280
_refine_ls_number_reflns         3377
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.03
_refine_ls_R_factor_all          .113
_refine_ls_R_factor_gt           .086
_refine_ls_shift/su_max          .001
_refine_ls_shift/su_mean         .000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.042P)²+3.3P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         .185
_reflns_number_gt                2505
_reflns_number_total             3377
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            bs0015.cif
_cod_data_source_block           PseuFlda
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value '240_C' was changed to '513.15' - it
was converted from degrees Celsius(C) to Kelvins(K).

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 '240_C' was changed to '513.15' - it
was converted from degrees Celsius(C) to Kelvins(K).

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      'P1 21/c 1'
_cod_database_code               2103699
_cod_database_fobs_code          2103699
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'
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_type_symbol
O01 .9125(4) .1266(2) .2835(2) .1096(14) Uani d . 1 O
O02 .8712(4) .2183(2) .18636(18) .0760(9) Uani d . 1 O
O03 .1989(3) -.03842(17) .00601(16) .0632(8) Uani d . 1 O
O04 .4846(3) -.07668(16) .05577(16) .0600(7) Uani d . 1 O
N01 .8154(4) .1657(2) .2238(2) .0496(8) Uani d . 1 N
N02 .3576(4) -.02853(18) .05295(17) .0446(7) Uani d . 1 N
C01 .7071(6) .3078(3) .2961(4) .0853(17) Uani d . 1 C
C02 .7251(10) .3818(4) .2534(5) .132(3) Uani d . 1 C
C03 .9064(16) .4227(7) .2862(9) .223(9) Uani d . 1 C
H03 .9444 .4685 .2611 .268 Uiso calc R 1 H
C04 1.018(3) .3825(12) .3624(17) .294(17) Uani d . 1 C
H04 1.1352 .4064 .3843 .352 Uiso calc R 1 H
C05 .9917(14) .3224(9) .4059(11) .250(11) Uani d . 1 C
H05 1.0809 .3039 .4549 .300 Uiso calc R 1 H
C06 .8140(6) .2850(5) .3737(5) .123(3) Uani d . 1 C
C07 .6918(7) .2394(4) .4098(3) .0944(19) Uani d . 1 C
C08 .7178(14) .2087(6) .4877(4) .172(5) Uani d . 1 C
H08 .8365 .2073 .5266 .207 Uiso calc R 1 H
C09 .578(2) .1807(6) .5097(5) .189(7) Uani d . 1 C
H09 .6000 .1622 .5639 .227 Uiso calc R 1 H
C10 .4014(13) .1791(4) .4524(4) .127(3) Uani d . 1 C
H10 .3056 .1577 .4681 .152 Uiso calc R 1 H
C11 .3644(7) .2091(2) .3716(3) .0666(12) Uani d . 1 C
H11 .2457 .2082 .3327 .080 Uiso calc R 1 H
C12 .5092(5) .2396(2) .3518(2) .0499(9) Uani d . 1 C
C13 .5159(4) .2723(2) .2682(2) .0460(9) Uani d . 1 C
C14 .4139(7) .3505(2) .2175(3) .0631(11) Uani d . 1 C
C15 .2288(8) .3678(3) .1836(3) .0828(15) Uani d . 1 C
H15 .1430 .3309 .1930 .099 Uiso calc R 1 H
C16 .1714(13) .4415(4) .1347(4) .140(3) Uani d . 1 C
H16 .0465 .4539 .1106 .169 Uiso calc R 1 H
C17 .301(2) .4955(6) .1225(7) .218(8) Uani d . 1 C
H17 .2611 .5455 .0915 .262 Uiso calc R 1 H
C18 .4789(19) .4792(5) .1529(8) .199(7) Uani d . 1 C
H18 .5621 .5153 .1405 .238 Uiso calc R 1 H
C19 .5423(12) .4070(3) .2042(4) .117(3) Uani d . 1 C
C20 .4821(4) .1932(2) .20980(19) .0379(8) Uani d . 1 C
C21 .6161(4) .1446(2) .19265(19) .0372(7) Uani d . 1 C
C22 .5779(4) .0716(2) .1437(2) .0409(8) Uani d . 1 C
H22 .6722 .0400 .1352 .049 Uiso calc R 1 H
C23 .3981(4) .0470(2) .10810(18) .0366(7) Uani d . 1 C
C24 .2577(4) .0923(2) .1210(2) .0415(8) Uani d . 1 C
H24 .1355 .0755 .0958 .050 Uiso calc R 1 H
C25 .3022(4) .1633(2) .1723(2) .0428(8) Uani d . 1 C
H25 .2073 .1929 .1825 .051 Uiso calc R 1 H
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'
N N .0061 .0033 '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_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
O01 N01 O02 124.1(3) no
O01 N01 C21 117.5(3) no
O02 N01 C21 118.3(3) no
O03 N02 O04 124.0(3) no
O03 N02 C23 117.8(3) no
O04 N02 C23 118.1(3) no
C02 C01 C06 126.5(6) no
C02 C01 C13 113.7(6) no
C06 C01 C13 115.0(5) no
C01 C02 C03 114.2(9) no
C01 C02 C19 106.2(4) no
C03 C02 C19 137.0(8) no
C02 C03 C04 111.0(11) no
C03 C04 C05 133.9(18) no
C04 C05 C06 114(2) no
C01 C06 C05 117.4(11) no
C01 C06 C07 105.9(4) no
C05 C06 C07 135.1(10) no
C06 C07 C08 132.5(7) no
C06 C07 C12 109.4(5) no
C08 C07 C12 117.5(7) no
C07 C08 C09 121.9(9) no
C08 C09 C10 120.3(7) no
C09 C10 C11 121.0(7) no
C10 C11 C12 117.2(5) no
C07 C12 C11 122.0(4) no
C07 C12 C13 108.0(4) no
C11 C12 C13 129.8(3) no
C01 C13 C12 99.7(3) no
C01 C13 C14 98.5(4) no
C01 C13 C20 115.4(3) no
C12 C13 C14 127.6(3) no
C12 C13 C20 106.7(3) no
C14 C13 C20 108.7(3) no
C13 C14 C15 130.5(4) no
C13 C14 C19 109.3(5) no
C15 C14 C19 120.2(5) no
C14 C15 C16 119.0(6) no
C15 C16 C17 119.5(9) no
C16 C17 C18 122.5(9) no
C17 C18 C19 119.6(9) no
C02 C19 C14 110.2(5) no
C02 C19 C18 130.5(7) no
C14 C19 C18 119.1(8) no
C13 C20 C21 126.4(3) no
C13 C20 C25 118.8(3) no
C21 C20 C25 114.8(3) no
N01 C21 C20 124.1(3) no
N01 C21 C22 112.3(3) no
C20 C21 C22 123.6(3) no
C21 C22 C23 118.3(3) no
N02 C23 C22 118.1(3) no
N02 C23 C24 120.4(3) no
C22 C23 C24 121.5(3) no
C23 C24 C25 118.3(3) no
C20 C25 C24 123.4(3) no
C02 C03 H03 124.5 no
C04 C03 H03 124.5 no
C03 C04 H04 113.0 no
C05 C04 H04 113.0 no
C04 C05 H05 123.0 no
C06 C05 H05 123.0 no
C07 C08 H08 119.0 no
C09 C08 H08 119.0 no
C08 C09 H09 119.8 no
C10 C09 H09 119.8 no
C09 C10 H10 119.5 no
C11 C10 H10 119.5 no
C10 C11 H11 121.4 no
C12 C11 H11 121.4 no
C14 C15 H15 120.5 no
C16 C15 H15 120.5 no
C15 C16 H16 120.3 no
C17 C16 H16 120.3 no
C16 C17 H17 118.7 no
C18 C17 H17 118.7 no
C17 C18 H18 120.2 no
C19 C18 H18 120.2 no
C21 C22 H22 120.8 no
C23 C22 H22 120.8 no
C23 C24 H24 120.8 no
C25 C24 H24 120.8 no
C20 C25 H25 118.3 no
C24 C25 H25 118.3 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O01 N01 1.203(4) no
O02 N01 1.204(4) no
O03 N02 1.223(3) no
O04 N02 1.220(3) no
N01 C21 1.482(4) no
N02 C23 1.469(4) no
C01 C02 1.393(9) no
C01 C06 1.349(8) no
C01 C13 1.493(5) no
C02 C03 1.462(11) no
C02 C19 1.428(10) no
C03 C04 1.44(3) no
C04 C05 1.25(3) no
C05 C06 1.416(10) no
C06 C07 1.474(9) no
C07 C08 1.365(10) no
C07 C12 1.419(6) no
C08 C09 1.329(15) no
C09 C10 1.382(13) no
C10 C11 1.393(7) no
C11 C12 1.359(5) no
C12 C13 1.536(5) no
C13 C14 1.542(6) no
C13 C20 1.547(4) no
C14 C15 1.372(6) no
C14 C19 1.400(6) no
C15 C16 1.397(7) no
C16 C17 1.374(14) no
C17 C18 1.318(18) no
C18 C19 1.403(12) no
C20 C21 1.390(4) no
C20 C25 1.395(4) no
C21 C22 1.379(4) no
C22 C23 1.366(4) no
C23 C24 1.373(4) no
C24 C25 1.377(4) no
C03 H03 .93 no
C04 H04 .93 no
C05 H05 .93 no
C08 H08 .93 no
C09 H09 .93 no
C10 H10 .93 no
C11 H11 .93 no
C15 H15 .93 no
C16 H16 .93 no
C17 H17 .93 no
C18 H18 .93 no
C22 H22 .93 no
C24 H24 .93 no
C25 H25 .93 no
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21140503
