#------------------------------------------------------------------------------
#$Date: 2025-08-21 03:19:08 +0300 (Thu, 21 Aug 2025) $
#$Revision: 301842 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/50/33/4503306.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4503306
loop_
_publ_author_name
'Chandran, Sreekant K.'
'Nath, Naba K.'
'Roy, Saikat'
'Nangia, Ashwini'
_publ_section_title
;
 Polymorphism in Fuchsones
;
_journal_issue                   1
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              140
_journal_paper_doi               10.1021/cg700977w
_journal_volume                  8
_journal_year                    2008
_chemical_formula_moiety         'C19 H14 O'
_chemical_formula_sum            'C19 H14 O'
_chemical_formula_weight         258.30
_chemical_name_common            Fuchsone
_chemical_name_systematic
; 
 4-(diphenylmethylene)-cyclohexa-2,5-dienone 
;
_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'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 109.70(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.5802(17)
_cell_length_b                   16.575(3)
_cell_length_c                   10.004(2)
_cell_measurement_reflns_used    4685
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      25.92
_cell_measurement_theta_min      2.46
_cell_volume                     1339.5(5)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0213
_diffrn_reflns_av_sigmaI/netI    0.0191
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            9345
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.46
_exptl_absorpt_coefficient_mu    0.078
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.281
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             544
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.164
_refine_diff_density_min         -0.201
_refine_diff_density_rms         0.046
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     181
_refine_ls_number_reflns         2351
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.068
_refine_ls_R_factor_all          0.0413
_refine_ls_R_factor_gt           0.0365
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0398P)²+0.4810P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0880
_refine_ls_wR_factor_ref         0.0916
_reflns_number_gt                2075
_reflns_number_total             2351
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg700977w-file019.cif
_cod_data_source_block           an18_m
_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_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        1339.4(5)
_cod_original_sg_symbol_Hall     '-P 2ybc   '
_cod_original_sg_symbol_H-M      'P2(1)/c  '
_cod_database_code               4503306
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_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
O1 O 1.47199(11) 0.23370(6) 0.39042(10) 0.0316(3) Uani 1 1 d .
C2 C 1.32821(16) 0.21931(8) 0.55227(14) 0.0244(3) Uani 1 1 d .
H2 H 1.4065 0.2490 0.6220 0.029 Uiso 1 1 calc R
C7 C 0.92606(16) 0.12011(7) 0.50162(13) 0.0203(3) Uani 1 1 d .
C15 C 0.72190(16) 0.12210(8) 0.25257(13) 0.0231(3) Uani 1 1 d .
H15 H 0.7785 0.1653 0.2312 0.028 Uiso 1 1 calc R
C4 C 1.06645(16) 0.14485(7) 0.47465(13) 0.0208(3) Uani 1 1 d .
C5 C 1.09578(16) 0.12628(8) 0.34351(13) 0.0222(3) Uani 1 1 d .
H5 H 1.0194 0.0947 0.2756 0.027 Uiso 1 1 calc R
C19 C 0.68487(15) 0.02671(8) 0.42014(14) 0.0224(3) Uani 1 1 d .
H19 H 0.7159 0.0060 0.5118 0.027 Uiso 1 1 calc R
C1 C 1.35302(16) 0.20467(8) 0.41774(14) 0.0238(3) Uani 1 1 d .
C3 C 1.19438(16) 0.19077(8) 0.57814(13) 0.0232(3) Uani 1 1 d .
H3 H 1.1837 0.2010 0.6661 0.028 Uiso 1 1 calc R
C10 C 1.03418(18) 0.09052(9) 0.89750(14) 0.0294(3) Uani 1 1 d .
H10 H 1.1167 0.0665 0.9725 0.035 Uiso 1 1 calc R
C9 C 1.04336(16) 0.08822(8) 0.76201(14) 0.0237(3) Uani 1 1 d .
H9 H 1.1330 0.0633 0.7466 0.028 Uiso 1 1 calc R
C6 C 1.23028(16) 0.15342(8) 0.31722(13) 0.0236(3) Uani 1 1 d .
H6 H 1.2455 0.1391 0.2326 0.028 Uiso 1 1 calc R
C8 C 0.91878(15) 0.12307(7) 0.64824(13) 0.0200(3) Uani 1 1 d .
C14 C 0.77699(16) 0.08938(7) 0.38968(13) 0.0199(3) Uani 1 1 d .
C13 C 0.78538(16) 0.15992(8) 0.67395(14) 0.0222(3) Uani 1 1 d .
H13 H 0.7004 0.1824 0.5989 0.027 Uiso 1 1 calc R
C12 C 0.77825(17) 0.16330(8) 0.81024(14) 0.0254(3) Uani 1 1 d .
H12 H 0.6900 0.1890 0.8266 0.030 Uiso 1 1 calc R
C17 C 0.49837(17) 0.02677(9) 0.17946(15) 0.0291(3) Uani 1 1 d .
H17 H 0.4075 0.0050 0.1090 0.035 Uiso 1 1 calc R
C16 C 0.58415(17) 0.09089(8) 0.14844(14) 0.0276(3) Uani 1 1 d .
H16 H 0.5492 0.1130 0.0577 0.033 Uiso 1 1 calc R
C11 C 0.90232(18) 0.12852(9) 0.92170(14) 0.0293(3) Uani 1 1 d .
H11 H 0.8973 0.1306 1.0131 0.035 Uiso 1 1 calc R
C18 C 0.54823(17) -0.00476(8) 0.31563(15) 0.0274(3) Uani 1 1 d .
H18 H 0.4897 -0.0472 0.3369 0.033 Uiso 1 1 calc R
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C3 C2 C1 121.39(12)
C3 C2 H2 119.3
C1 C2 H2 119.3
C4 C7 C14 122.88(11)
C4 C7 C8 120.72(11)
C14 C7 C8 116.40(11)
C16 C15 C14 120.83(13)
C16 C15 H15 119.6
C14 C15 H15 119.6
C7 C4 C3 121.18(11)
C7 C4 C5 122.83(12)
C3 C4 C5 116.00(11)
C6 C5 C4 121.88(12)
C6 C5 H5 119.1
C4 C5 H5 119.1
C18 C19 C14 120.82(12)
C18 C19 H19 119.6
C14 C19 H19 119.6
O1 C1 C2 121.90(13)
O1 C1 C6 122.07(12)
C2 C1 C6 116.03(11)
C2 C3 C4 122.59(12)
C2 C3 H3 118.7
C4 C3 H3 118.7
C9 C10 C11 120.18(13)
C9 C10 H10 119.9
C11 C10 H10 119.9
C10 C9 C8 120.39(12)
C10 C9 H9 119.8
C8 C9 H9 119.8
C5 C6 C1 121.86(12)
C5 C6 H6 119.1
C1 C6 H6 119.1
C13 C8 C9 118.73(11)
C13 C8 C7 120.33(11)
C9 C8 C7 120.93(11)
C19 C14 C15 118.14(12)
C19 C14 C7 119.93(11)
C15 C14 C7 121.93(12)
C12 C13 C8 120.65(12)
C12 C13 H13 119.7
C8 C13 H13 119.7
C11 C12 C13 119.96(12)
C11 C12 H12 120.0
C13 C12 H12 120.0
C18 C17 C16 119.88(13)
C18 C17 H17 120.1
C16 C17 H17 120.1
C15 C16 C17 120.04(13)
C15 C16 H16 120.0
C17 C16 H16 120.0
C12 C11 C10 120.07(12)
C12 C11 H11 120.0
C10 C11 H11 120.0
C19 C18 C17 120.20(13)
C19 C18 H18 119.9
C17 C18 H18 119.9
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C1 1.2395(15)
C2 C3 1.3453(18)
C2 C1 1.4521(18)
C2 H2 0.9300
C7 C4 1.3824(18)
C7 C14 1.4777(18)
C7 C8 1.4897(17)
C15 C16 1.3855(19)
C15 C14 1.4007(18)
C15 H15 0.9300
C4 C3 1.4456(19)
C4 C5 1.4497(18)
C5 C6 1.3446(18)
C5 H5 0.9300
C19 C18 1.3833(19)
C19 C14 1.3996(18)
C19 H19 0.9300
C1 C6 1.4587(19)
C3 H3 0.9300
C10 C9 1.3844(19)
C10 C11 1.386(2)
C10 H10 0.9300
C9 C8 1.3969(19)
C9 H9 0.9300
C6 H6 0.9300
C8 C13 1.3956(18)
C13 C12 1.3864(18)
C13 H13 0.9300
C12 C11 1.382(2)
C12 H12 0.9300
C17 C18 1.385(2)
C17 C16 1.386(2)
C17 H17 0.9300
C16 H16 0.9300
C11 H11 0.9300
C18 H18 0.9300
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 253413
2 PubChem 287398
