#------------------------------------------------------------------------------
#$Date: 2025-08-19 13:01:59 +0300 (Tue, 19 Aug 2025) $
#$Revision: 301802 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/10/86/2108601.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_2108601
loop_
_publ_author_name
'Moliterni, Anna'
'Altamura, Davide'
'Lassandro, Rocco'
'Olieric, Vincent'
'Ferri, Gianmarco'
'Cardarelli, Francesco'
'Camposeo, Andrea'
'Pisignano, Dario'
'Anthony, John E.'
'Giannini, Cinzia'
_publ_section_title
;
 Synthesis, crystal structure, polymorphism and microscopic luminescence
 properties of anthracene derivative compounds
;
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section B'
_journal_page_first
;
;
_journal_paper_doi               10.1107/S2052520620004424
_journal_volume                  76
_journal_year                    2020
_chemical_formula_moiety         'C36 H50 Si2'
_chemical_formula_sum            'C36 H50 Si2'
_chemical_formula_weight         538.94
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                115.07(3)
_cell_angle_beta                 102.61(3)
_cell_angle_gamma                98.82(3)
_cell_formula_units_Z            1
_cell_length_a                   8.6020(17)
_cell_length_b                   10.085(2)
_cell_length_c                   11.209(2)
_cell_measurement_reflns_used    1335
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      31.480
_cell_measurement_theta_min      2.170
_cell_volume                     825.6(4)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.909
_diffrn_measurement_device_type  'multi-axis PRIGo goniometer'
_diffrn_measurement_method
'ω scans, shutterless continuous rotation method'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.72932
_diffrn_reflns_av_R_equivalents  0.0263
_diffrn_reflns_av_unetI/netI     0.0160
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.909
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            27676
_diffrn_reflns_point_group_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.909
_diffrn_reflns_theta_full        25.950
_diffrn_reflns_theta_max         31.480
_diffrn_reflns_theta_min         2.170
_diffrn_standards_decay_%        0.5
_diffrn_standards_interval_time  0.00167
_diffrn_standards_number         4620
_exptl_absorpt_coefficient_mu    0.136
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.084
_exptl_crystal_description       block
_exptl_crystal_F_000             294
_exptl_crystal_size_max          0.090
_exptl_crystal_size_mid          0.077
_exptl_crystal_size_min          0.077
_refine_diff_density_max         0.319
_refine_diff_density_min         -0.317
_refine_diff_density_rms         0.054
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     178
_refine_ls_number_reflns         4620
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.059
_refine_ls_R_factor_all          0.0395
_refine_ls_R_factor_gt           0.0386
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0706P)²+0.1231P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1151
_refine_ls_wR_factor_ref         0.1162
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4447
_reflns_number_total             4620
_reflns_threshold_expression     'I > 2σ(I)'
_publcif_info_exptl_table_max_cols 4
_publcif_info_exptl_table_use_headnotes n
_cod_data_source_file            ra5074sup1.cif
_cod_data_source_block           II
_cod_database_code               2108601
_cod_database_fobs_code          2108601
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.999
_shelx_estimated_absorpt_t_max   1.000
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Si1 Si 0.18459(3) 0.18680(3) 0.32597(2) 0.03045(9) Uani 1 1 d . . . . .
C1 C 0.12184(13) 0.29554(12) 0.23562(11) 0.0383(2) Uani 1 1 d . . . . .
C2 C 0.04121(12) 0.43215(10) 0.08574(9) 0.03209(18) Uani 1 1 d . . . . .
C3 C -0.12671(11) 0.40482(10) 0.01398(9) 0.03191(18) Uani 1 1 d . . . . .
C4 C 0.16818(11) 0.52677(10) 0.07290(9) 0.03271(18) Uani 1 1 d . . . . .
C5 C 0.14913(14) 0.27582(12) 0.49964(10) 0.0399(2) Uani 1 1 d . . . . .
H5 H 0.1746 0.2134 0.5445 0.048 Uiso 1 1 calc R U . . .
C6 C 0.08369(13) 0.35981(11) 0.16930(10) 0.0363(2) Uani 1 1 d . . . . .
C7 C 0.05679(13) -0.01820(12) 0.21266(11) 0.0395(2) Uani 1 1 d . . . . .
H7 H 0.1102 -0.0643 0.1424 0.047 Uiso 1 1 calc R U . . .
C8 C 0.41254(13) 0.20975(14) 0.35141(12) 0.0443(2) Uani 1 1 d . . . . .
H8 H 0.4682 0.3188 0.4105 0.053 Uiso 1 1 calc R U . . .
C9 C -0.25754(13) 0.30944(12) 0.02455(11) 0.0403(2) Uani 1 1 d . . . . .
H9 H -0.2325 0.2646 0.0810 0.048 Uiso 1 1 calc R U . . .
C10 C 0.33841(13) 0.55747(14) 0.14507(12) 0.0439(2) Uani 1 1 d . . . . .
H10 H 0.3673 0.5137 0.2019 0.053 Uiso 1 1 calc R U . . .
C11 C -0.41805(15) 0.28305(15) -0.04652(13) 0.0495(3) Uani 1 1 d . . . . .
H11 H -0.5017 0.2200 -0.0386 0.059 Uiso 1 1 calc R U . . .
C12 C 0.45931(14) 0.64956(16) 0.13241(14) 0.0523(3) Uani 1 1 d . . . . .
H12 H 0.5698 0.6683 0.1805 0.063 Uiso 1 1 calc R U . . .
C13 C -0.03051(18) 0.27784(18) 0.48561(15) 0.0568(3) Uani 1 1 d . . . . .
H13A H -0.1008 0.1751 0.4377 0.085 Uiso 1 1 calc R U . . .
H13B H -0.0624 0.3302 0.4341 0.085 Uiso 1 1 calc R U . . .
H13C H -0.0416 0.3295 0.5763 0.085 Uiso 1 1 calc R U . . .
C14 C 0.45544(17) 0.16374(19) 0.21661(16) 0.0597(3) Uani 1 1 d . . . . .
H14A H 0.4160 0.2215 0.1731 0.090 Uiso 1 1 calc R U . . .
H14B H 0.4037 0.0570 0.1552 0.090 Uiso 1 1 calc R U . . .
H14C H 0.5735 0.1838 0.2369 0.090 Uiso 1 1 calc R U . . .
C15 C 0.2658(2) 0.43708(16) 0.59437(14) 0.0606(3) Uani 1 1 d . . . . .
H15A H 0.3788 0.4329 0.6096 0.091 Uiso 1 1 calc R U . . .
H15B H 0.2446 0.4793 0.6817 0.091 Uiso 1 1 calc R U . . .
H15C H 0.2471 0.5000 0.5511 0.091 Uiso 1 1 calc R U . . .
C16 C 0.0579(2) -0.10950(15) 0.29180(16) 0.0649(4) Uani 1 1 d . . . . .
H16A H 0.1703 -0.1015 0.3362 0.097 Uiso 1 1 calc R U . . .
H16B H -0.0002 -0.2145 0.2282 0.097 Uiso 1 1 calc R U . . .
H16C H 0.0042 -0.0699 0.3608 0.097 Uiso 1 1 calc R U . . .
C17 C -0.12106(17) -0.03768(17) 0.13345(16) 0.0635(4) Uani 1 1 d . . . . .
H17A H -0.1197 0.0169 0.0812 0.095 Uiso 1 1 calc R U . . .
H17B H -0.1803 0.0017 0.1981 0.095 Uiso 1 1 calc R U . . .
H17C H -0.1749 -0.1439 0.0713 0.095 Uiso 1 1 calc R U . . .
C18 C 0.4854(2) 0.1290(3) 0.4289(2) 0.0851(6) Uani 1 1 d . . . . .
H18A H 0.4509 0.1540 0.5098 0.128 Uiso 1 1 calc R U . . .
H18B H 0.6042 0.1615 0.4564 0.128 Uiso 1 1 calc R U . . .
H18C H 0.4469 0.0208 0.3692 0.128 Uiso 1 1 calc R U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0034 0.0017 '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'
Si Si 0.0865 0.0750 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 Si1 C8 106.22(5) . . ?
C1 Si1 C5 107.65(5) . . ?
C8 Si1 C5 109.92(6) . . ?
C1 Si1 C7 107.78(5) . . ?
C8 Si1 C7 112.32(6) . . ?
C5 Si1 C7 112.61(6) . . ?
C6 C1 Si1 175.59(10) . . ?
C4 C2 C3 120.57(8) . . ?
C4 C2 C6 119.59(8) . . ?
C3 C2 C6 119.82(9) . . ?
C2 C3 C9 121.84(8) . . ?
C2 C3 C4 119.63(8) . 2_565 ?
C9 C3 C4 118.53(9) . 2_565 ?
C2 C4 C10 121.77(8) . . ?
C2 C4 C3 119.80(8) . 2_565 ?
C10 C4 C3 118.43(9) . 2_565 ?
C13 C5 C15 110.31(11) . . ?
C13 C5 Si1 112.25(9) . . ?
C15 C5 Si1 111.48(9) . . ?
C13 C5 H5 107.5 . . ?
C15 C5 H5 107.5 . . ?
Si1 C5 H5 107.5 . . ?
C1 C6 C2 177.43(11) . . ?
C16 C7 C17 110.38(11) . . ?
C16 C7 Si1 112.71(8) . . ?
C17 C7 Si1 114.07(9) . . ?
C16 C7 H7 106.4 . . ?
C17 C7 H7 106.4 . . ?
Si1 C7 H7 106.4 . . ?
C18 C8 C14 110.76(12) . . ?
C18 C8 Si1 112.81(9) . . ?
C14 C8 Si1 113.35(9) . . ?
C18 C8 H8 106.5 . . ?
C14 C8 H8 106.5 . . ?
Si1 C8 H8 106.5 . . ?
C11 C9 C3 120.98(9) . . ?
C11 C9 H9 119.5 . . ?
C3 C9 H9 119.5 . . ?
C12 C10 C4 121.14(10) . . ?
C12 C10 H10 119.4 . . ?
C4 C10 H10 119.4 . . ?
C9 C11 C12 120.59(11) . 2_565 ?
C9 C11 H11 119.7 . . ?
C12 C11 H11 119.7 2_565 . ?
C10 C12 C11 120.32(11) . 2_565 ?
C10 C12 H12 119.8 . . ?
C11 C12 H12 119.8 2_565 . ?
C5 C13 H13A 109.5 . . ?
C5 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C5 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C8 C14 H14A 109.5 . . ?
C8 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C8 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C5 C15 H15A 109.5 . . ?
C5 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C5 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C7 C16 H16A 109.5 . . ?
C7 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C7 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C7 C17 H17A 109.5 . . ?
C7 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C7 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C8 C18 H18A 109.5 . . ?
C8 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C8 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Si1 C1 1.8449(11) . ?
Si1 C8 1.8816(11) . ?
Si1 C5 1.8843(12) . ?
Si1 C7 1.8877(15) . ?
C1 C6 1.2031(13) . ?
C2 C4 1.4106(14) . ?
C2 C3 1.4114(13) . ?
C2 C6 1.4334(12) . ?
C3 C9 1.4242(14) . ?
C3 C4 1.4300(12) 2_565 ?
C4 C10 1.4233(14) . ?
C4 C3 1.4299(11) 2_565 ?
C5 C13 1.5229(17) . ?
C5 C15 1.533(2) . ?
C5 H5 0.9800 . ?
C7 C16 1.5251(16) . ?
C7 C17 1.5278(18) . ?
C7 H7 0.9800 . ?
C8 C18 1.5258(17) . ?
C8 C14 1.5285(18) . ?
C8 H8 0.9800 . ?
C9 C11 1.3561(16) . ?
C9 H9 0.9300 . ?
C10 C12 1.3580(17) . ?
C10 H10 0.9300 . ?
C11 C12 1.4120(16) 2_565 ?
C11 H11 0.9300 . ?
C12 C11 1.4120(16) 2_565 ?
C12 H12 0.9300 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C4 C2 C3 C9 179.79(9) . . . . ?
C6 C2 C3 C9 1.58(14) . . . . ?
C4 C2 C3 C4 0.26(15) . . . 2_565 ?
C6 C2 C3 C4 -177.94(8) . . . 2_565 ?
C3 C2 C4 C10 179.40(9) . . . . ?
C6 C2 C4 C10 -2.39(15) . . . . ?
C3 C2 C4 C3 -0.26(15) . . . 2_565 ?
C6 C2 C4 C3 177.95(8) . . . 2_565 ?
C1 Si1 C5 C13 57.78(10) . . . . ?
C8 Si1 C5 C13 173.07(8) . . . . ?
C7 Si1 C5 C13 -60.88(10) . . . . ?
C1 Si1 C5 C15 -66.56(9) . . . . ?
C8 Si1 C5 C15 48.73(10) . . . . ?
C7 Si1 C5 C15 174.78(8) . . . . ?
C1 Si1 C7 C16 -162.71(10) . . . . ?
C8 Si1 C7 C16 80.62(11) . . . . ?
C5 Si1 C7 C16 -44.13(11) . . . . ?
C1 Si1 C7 C17 -35.82(10) . . . . ?
C8 Si1 C7 C17 -152.49(9) . . . . ?
C5 Si1 C7 C17 82.76(10) . . . . ?
C1 Si1 C8 C18 178.52(12) . . . . ?
C5 Si1 C8 C18 62.33(13) . . . . ?
C7 Si1 C8 C18 -63.88(13) . . . . ?
C1 Si1 C8 C14 -54.59(11) . . . . ?
C5 Si1 C8 C14 -170.77(9) . . . . ?
C7 Si1 C8 C14 63.01(11) . . . . ?
C2 C3 C9 C11 -179.20(10) . . . . ?
C4 C3 C9 C11 0.34(16) 2_565 . . . ?
C2 C4 C10 C12 -179.58(11) . . . . ?
C3 C4 C10 C12 0.08(17) 2_565 . . . ?
C3 C9 C11 C12 -0.33(19) . . . 2_565 ?
C4 C10 C12 C11 -0.1(2) . . . 2_565 ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 71310996
