#------------------------------------------------------------------------------
#$Date: 2025-08-21 03:19:08 +0300 (Thu, 21 Aug 2025) $
#$Revision: 301842 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/50/33/4503303.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_4503303
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         'C27 H30 O'
_chemical_formula_sum            'C27 H30 O'
_chemical_formula_weight         370.51
_chemical_name_common            2,6-Ditertiarybutylfuchsone
_chemical_name_systematic
; 
 2,6-Ditertiarybutyl-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                 103.07(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.535(2)
_cell_length_b                   21.685(4)
_cell_length_c                   9.6923(19)
_cell_measurement_reflns_used    4437
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      25.95
_cell_measurement_theta_min      2.73
_cell_volume                     2156.9(8)
_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 0.998
_diffrn_measured_fraction_theta_max 0.998
_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  0.0423
_diffrn_reflns_av_sigmaI/netI    0.0367
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            18446
_diffrn_reflns_theta_full        26.04
_diffrn_reflns_theta_max         26.04
_diffrn_reflns_theta_min         1.88
_exptl_absorpt_coefficient_mu    0.067
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.141
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             800
_exptl_crystal_size_max          0.46
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.343
_refine_diff_density_min         -0.245
_refine_diff_density_rms         0.044
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     259
_refine_ls_number_reflns         4232
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.0643
_refine_ls_R_factor_gt           0.0496
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0507P)²+0.8502P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1084
_refine_ls_wR_factor_ref         0.1160
_reflns_number_gt                3418
_reflns_number_total             4232
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg700977w-file016.cif
_cod_data_source_block           an272
_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_sg_symbol_Hall     '-P 2ybc   '
_cod_original_sg_symbol_H-M      'P2(1)/c  '
_cod_database_code               4503303
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 0.35888(11) 0.56147(5) 0.77261(12) 0.0232(3) Uani 1 1 d .
C3 C 0.14794(15) 0.68349(7) 0.82325(15) 0.0157(3) Uani 1 1 d .
H3 H 0.0624 0.6900 0.8302 0.019 Uiso 1 1 calc R
C20 C 0.09329(15) 0.57007(7) 0.80165(15) 0.0169(3) Uani 1 1 d .
C2 C 0.18656(14) 0.62499(7) 0.80902(15) 0.0158(3) Uani 1 1 d .
C1 C 0.32203(15) 0.61367(7) 0.79510(15) 0.0173(3) Uani 1 1 d .
C4 C 0.23174(15) 0.73660(7) 0.82837(15) 0.0166(3) Uani 1 1 d .
C14 C 0.26404(15) 0.85055(7) 0.80936(15) 0.0180(3) Uani 1 1 d .
C6 C 0.41257(15) 0.66716(7) 0.80895(15) 0.0184(3) Uani 1 1 d .
C7 C 0.18628(15) 0.79604(7) 0.83208(15) 0.0166(3) Uani 1 1 d .
C5 C 0.36568(15) 0.72401(7) 0.82519(16) 0.0185(3) Uani 1 1 d .
H5 H 0.4232 0.7571 0.8349 0.022 Uiso 1 1 calc R
C23 C -0.03998(15) 0.59022(7) 0.82289(17) 0.0207(4) Uani 1 1 d .
H23A H -0.0295 0.6107 0.9126 0.031 Uiso 1 1 calc R
H23B H -0.0946 0.5547 0.8212 0.031 Uiso 1 1 calc R
H23C H -0.0796 0.6179 0.7483 0.031 Uiso 1 1 calc R
C8 C 0.05576(15) 0.81027(7) 0.85851(16) 0.0175(3) Uani 1 1 d .
C15 C 0.33211(16) 0.85307(7) 0.70176(16) 0.0224(4) Uani 1 1 d .
H15 H 0.3275 0.8201 0.6395 0.027 Uiso 1 1 calc R
C19 C 0.26887(16) 0.90230(7) 0.89694(17) 0.0217(4) Uani 1 1 d .
H19 H 0.2209 0.9025 0.9666 0.026 Uiso 1 1 calc R
C24 C 0.55521(15) 0.65631(7) 0.80336(17) 0.0220(4) Uani 1 1 d .
C12 C -0.14426(16) 0.86917(7) 0.79929(18) 0.0249(4) Uani 1 1 d .
H12 H -0.1974 0.8973 0.7407 0.030 Uiso 1 1 calc R
C22 C 0.14930(16) 0.52314(7) 0.91916(16) 0.0213(4) Uani 1 1 d .
H22A H 0.1594 0.5425 1.0100 0.032 Uiso 1 1 calc R
H22B H 0.2325 0.5089 0.9076 0.032 Uiso 1 1 calc R
H22C H 0.0908 0.4888 0.9130 0.032 Uiso 1 1 calc R
C10 C -0.10601(16) 0.80071(8) 0.99785(17) 0.0237(4) Uani 1 1 d .
H10 H -0.1332 0.7831 1.0738 0.028 Uiso 1 1 calc R
C11 C -0.18521(16) 0.84298(8) 0.91229(18) 0.0253(4) Uani 1 1 d .
H11 H -0.2653 0.8538 0.9304 0.030 Uiso 1 1 calc R
C21 C 0.07095(16) 0.53868(7) 0.65601(16) 0.0210(4) Uani 1 1 d .
H21A H 0.0106 0.5052 0.6521 0.032 Uiso 1 1 calc R
H21B H 0.1523 0.5231 0.6416 0.032 Uiso 1 1 calc R
H21C H 0.0360 0.5681 0.5833 0.032 Uiso 1 1 calc R
C18 C 0.34363(17) 0.95307(8) 0.88159(18) 0.0275(4) Uani 1 1 d .
H18 H 0.3467 0.9868 0.9415 0.033 Uiso 1 1 calc R
C9 C 0.01313(15) 0.78435(7) 0.97168(16) 0.0196(3) Uani 1 1 d .
H9 H 0.0653 0.7558 1.0301 0.024 Uiso 1 1 calc R
C13 C -0.02478(16) 0.85356(7) 0.77357(17) 0.0214(4) Uani 1 1 d .
H13 H 0.0027 0.8720 0.6988 0.026 Uiso 1 1 calc R
C26 C 0.62175(16) 0.61189(9) 0.92147(18) 0.0283(4) Uani 1 1 d .
H26A H 0.5732 0.5741 0.9140 0.042 Uiso 1 1 calc R
H26B H 0.6247 0.6305 1.0121 0.042 Uiso 1 1 calc R
H26C H 0.7088 0.6034 0.9120 0.042 Uiso 1 1 calc R
C17 C 0.41411(17) 0.95381(8) 0.77702(18) 0.0282(4) Uani 1 1 d .
H17 H 0.4662 0.9875 0.7678 0.034 Uiso 1 1 calc R
C25 C 0.56238(16) 0.63025(8) 0.65784(17) 0.0256(4) Uani 1 1 d .
H25A H 0.5243 0.6592 0.5853 0.038 Uiso 1 1 calc R
H25B H 0.5155 0.5920 0.6421 0.038 Uiso 1 1 calc R
H25C H 0.6518 0.6233 0.6553 0.038 Uiso 1 1 calc R
C16 C 0.40636(17) 0.90405(8) 0.68653(18) 0.0270(4) Uani 1 1 d .
H16 H 0.4516 0.9049 0.6146 0.032 Uiso 1 1 calc R
C27 C 0.63304(17) 0.71652(9) 0.8236(2) 0.0358(5) Uani 1 1 d .
H27A H 0.7219 0.7082 0.8209 0.054 Uiso 1 1 calc R
H27B H 0.6300 0.7344 0.9134 0.054 Uiso 1 1 calc R
H27C H 0.5960 0.7448 0.7491 0.054 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
C2 C3 C4 123.85(15)
C2 C3 H3 118.1
C4 C3 H3 118.1
C23 C20 C2 111.71(13)
C23 C20 C21 107.21(12)
C2 C20 C21 110.48(13)
C23 C20 C22 107.40(13)
C2 C20 C22 110.09(12)
C21 C20 C22 109.86(13)
C3 C2 C1 118.90(14)
C3 C2 C20 121.98(14)
C1 C2 C20 119.09(13)
O1 C1 C2 121.06(14)
O1 C1 C6 120.72(14)
C2 C1 C6 118.22(13)
C7 C4 C5 121.61(14)
C7 C4 C3 122.21(14)
C5 C4 C3 116.16(13)
C15 C14 C19 117.88(15)
C15 C14 C7 122.50(14)
C19 C14 C7 119.61(14)
C5 C6 C1 118.56(14)
C5 C6 C24 122.08(14)
C1 C6 C24 119.36(13)
C4 C7 C14 122.33(14)
C4 C7 C8 122.60(14)
C14 C7 C8 115.07(13)
C6 C5 C4 124.04(14)
C6 C5 H5 118.0
C4 C5 H5 118.0
C20 C23 H23A 109.5
C20 C23 H23B 109.5
H23A C23 H23B 109.5
C20 C23 H23C 109.5
H23A C23 H23C 109.5
H23B C23 H23C 109.5
C9 C8 C13 118.19(15)
C9 C8 C7 121.80(14)
C13 C8 C7 119.90(14)
C16 C15 C14 120.73(15)
C16 C15 H15 119.6
C14 C15 H15 119.6
C18 C19 C14 121.11(16)
C18 C19 H19 119.4
C14 C19 H19 119.4
C27 C24 C6 111.42(13)
C27 C24 C25 107.17(14)
C6 C24 C25 109.91(13)
C27 C24 C26 107.34(14)
C6 C24 C26 110.79(14)
C25 C24 C26 110.12(14)
C13 C12 C11 120.13(16)
C13 C12 H12 119.9
C11 C12 H12 119.9
C20 C22 H22A 109.5
C20 C22 H22B 109.5
H22A C22 H22B 109.5
C20 C22 H22C 109.5
H22A C22 H22C 109.5
H22B C22 H22C 109.5
C9 C10 C11 120.67(16)
C9 C10 H10 119.7
C11 C10 H10 119.7
C10 C11 C12 119.48(16)
C10 C11 H11 120.3
C12 C11 H11 120.3
C20 C21 H21A 109.5
C20 C21 H21B 109.5
H21A C21 H21B 109.5
C20 C21 H21C 109.5
H21A C21 H21C 109.5
H21B C21 H21C 109.5
C19 C18 C17 120.07(16)
C19 C18 H18 120.0
C17 C18 H18 120.0
C10 C9 C8 120.56(15)
C10 C9 H9 119.7
C8 C9 H9 119.7
C12 C13 C8 120.95(16)
C12 C13 H13 119.5
C8 C13 H13 119.5
C24 C26 H26A 109.5
C24 C26 H26B 109.5
H26A C26 H26B 109.5
C24 C26 H26C 109.5
H26A C26 H26C 109.5
H26B C26 H26C 109.5
C16 C17 C18 119.41(16)
C16 C17 H17 120.3
C18 C17 H17 120.3
C24 C25 H25A 109.5
C24 C25 H25B 109.5
H25A C25 H25B 109.5
C24 C25 H25C 109.5
H25A C25 H25C 109.5
H25B C25 H25C 109.5
C17 C16 C15 120.73(16)
C17 C16 H16 119.6
C15 C16 H16 119.6
C24 C27 H27A 109.5
C24 C27 H27B 109.5
H27A C27 H27B 109.5
C24 C27 H27C 109.5
H27A C27 H27C 109.5
H27B C27 H27C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C1 1.2320(18)
C3 C2 1.349(2)
C3 C4 1.445(2)
C3 H3 0.9300
C20 C23 1.528(2)
C20 C2 1.535(2)
C20 C21 1.537(2)
C20 C22 1.542(2)
C2 C1 1.484(2)
C1 C6 1.488(2)
C4 C7 1.378(2)
C4 C5 1.444(2)
C14 C15 1.394(2)
C14 C19 1.401(2)
C14 C7 1.483(2)
C6 C5 1.350(2)
C6 C24 1.534(2)
C7 C8 1.487(2)
C5 H5 0.9300
C23 H23A 0.9600
C23 H23B 0.9600
C23 H23C 0.9600
C8 C9 1.394(2)
C8 C13 1.401(2)
C15 C16 1.381(2)
C15 H15 0.9300
C19 C18 1.381(2)
C19 H19 0.9300
C24 C27 1.531(2)
C24 C25 1.537(2)
C24 C26 1.538(2)
C12 C13 1.379(2)
C12 C11 1.386(2)
C12 H12 0.9300
C22 H22A 0.9600
C22 H22B 0.9600
C22 H22C 0.9600
C10 C9 1.382(2)
C10 C11 1.382(2)
C10 H10 0.9300
C11 H11 0.9300
C21 H21A 0.9600
C21 H21B 0.9600
C21 H21C 0.9600
C18 C17 1.385(3)
C18 H18 0.9300
C9 H9 0.9300
C13 H13 0.9300
C26 H26A 0.9600
C26 H26B 0.9600
C26 H26C 0.9600
C17 C16 1.381(2)
C17 H17 0.9300
C25 H25A 0.9600
C25 H25B 0.9600
C25 H25C 0.9600
C16 H16 0.9300
C27 H27A 0.9600
C27 H27B 0.9600
C27 H27C 0.9600
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 224314
2 PubChem 255807
