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#$Date: 2024-02-04 13:10:16 +0200 (Sun, 04 Feb 2024) $
#$Revision: 289347 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/24/7132413.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_7132413
loop_
_publ_author_name
'Garbini, Mauro'
'Brunetti, Andrea'
'Pedrazzani, Riccardo'
'Monari, Magda'
'Marcaccio, Massimo'
'Bertuzzi, Giulio'
'Bandini, Marco'
_publ_section_title
;
 Reductive cyclodimerization of chalcones: exploring the
 "self-adaptability" of galvanostatic electrosynthesis.
;
_journal_issue                   4
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              404
_journal_page_last               407
_journal_paper_doi               10.1039/d3cc04920e
_journal_volume                  60
_journal_year                    2024
_chemical_formula_sum            'C30 H26 O2'
_chemical_formula_weight         418.51
_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-2018/3
_audit_update_record
;
2023-08-23 deposited with the CCDC.	2023-11-28 downloaded from the CCDC.
;
_cell_angle_alpha                100.087(3)
_cell_angle_beta                 92.581(3)
_cell_angle_gamma                102.264(2)
_cell_formula_units_Z            2
_cell_length_a                   6.0915(3)
_cell_length_b                   10.7543(4)
_cell_length_c                   17.1562(8)
_cell_measurement_reflns_used    9701
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      72.32
_cell_measurement_theta_min      2.63
_cell_volume                     1077.32(8)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_unetI/netI     0.0399
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            3803
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        66.575
_diffrn_reflns_theta_max         66.575
_diffrn_reflns_theta_min         2.625
_exptl_absorpt_coefficient_mu    0.617
_exptl_absorpt_correction_T_max  0.9644
_exptl_absorpt_correction_T_min  0.8322
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.290
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             444
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.287
_refine_diff_density_min         -0.266
_refine_diff_density_rms         0.057
_refine_ls_extinction_coef       0.0041(15)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.258
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     292
_refine_ls_number_reflns         3803
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.258
_refine_ls_R_factor_all          0.0659
_refine_ls_R_factor_gt           0.0540
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1550
_refine_ls_wR_factor_ref         0.1670
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3164
_reflns_number_total             3803
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3cc04920e2.cif
_cod_data_source_block           shelx
_cod_depositor_comments
'Adding full bibliography for 7132413--7132414.cif.'
_cod_database_code               7132413
_shelx_shelxl_version_number     2018/3
_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.
;
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
O1 O -1.1438(3) -2.05363(13) -0.18339(8) 0.0366(4) Uani 1 1 d . . . . .
O2 O -1.8375(2) -2.03610(13) -0.30158(8) 0.0318(4) Uani 1 1 d . . . . .
H31 H -1.895751 -2.049224 -0.259451 0.048 Uiso 1 1 calc R U . . .
C18 C -1.4661(4) -2.27375(18) -0.32511(12) 0.0327(5) Uani 1 1 d . . . . .
H18 H -1.327073 -2.221623 -0.334789 0.039 Uiso 1 1 calc R U . . .
C20 C -1.0700(4) -1.86294(18) -0.42371(11) 0.0310(5) Uani 1 1 d . . . . .
H20 H -1.033681 -1.931856 -0.401615 0.037 Uiso 1 1 calc R U . . .
C3 C -1.6231(3) -2.07010(17) -0.30189(11) 0.0277(5) Uani 1 1 d . . . . .
C15 C -1.8653(4) -2.42656(19) -0.29427(12) 0.0364(5) Uani 1 1 d . . . . .
H15 H -2.002059 -2.478833 -0.282874 0.044 Uiso 1 1 calc R U . . .
C4 C -1.5215(4) -2.02469(17) -0.37516(11) 0.0290(5) Uani 1 1 d . . . . .
H4A H -1.639929 -2.038620 -0.419252 0.035 Uiso 1 1 calc R U . . .
H4B H -1.405128 -2.072248 -0.393366 0.035 Uiso 1 1 calc R U . . .
C22 C -0.9807(4) -1.70652(19) -0.50776(12) 0.0366(5) Uani 1 1 d . . . . .
H22 H -0.884090 -1.668443 -0.543291 0.044 Uiso 1 1 calc R U . . .
C11 C -1.4684(4) -2.26156(19) -0.02595(13) 0.0420(6) Uani 1 1 d . . . . .
H11 H -1.403074 -2.322588 -0.004775 0.050 Uiso 1 1 calc R U . . .
C5 C -1.4171(4) -1.88010(17) -0.34754(11) 0.0277(5) Uani 1 1 d . . . . .
H5 H -1.541209 -1.832795 -0.338623 0.033 Uiso 1 1 calc R U . . .
C25 C -1.2212(4) -1.74776(17) -0.21279(11) 0.0282(5) Uani 1 1 d . . . . .
C27 C -1.2980(4) -1.54234(19) -0.15111(13) 0.0379(5) Uani 1 1 d . . . . .
H27 H -1.398232 -1.485371 -0.143807 0.046 Uiso 1 1 calc R U . . .
C7 C -1.4673(4) -2.11506(17) -0.11762(11) 0.0281(5) Uani 1 1 d . . . . .
C30 C -1.0054(4) -1.70851(19) -0.17397(12) 0.0344(5) Uani 1 1 d . . . . .
H30 H -0.903977 -1.764698 -0.181649 0.041 Uiso 1 1 calc R U . . .
C6 C -1.2961(3) -1.87901(17) -0.26600(11) 0.0265(4) Uani 1 1 d . . . . .
H6 H -1.158537 -1.914052 -0.276409 0.032 Uiso 1 1 calc R U . . .
C9 C -1.7594(4) -2.1435(2) -0.02911(12) 0.0379(5) Uani 1 1 d . . . . .
H9 H -1.893395 -2.122933 -0.009556 0.045 Uiso 1 1 calc R U . . .
C21 C -0.9313(4) -1.80746(19) -0.47578(12) 0.0347(5) Uani 1 1 d . . . . .
H21 H -0.801195 -1.839010 -0.489631 0.042 Uiso 1 1 calc R U . . .
C23 C -1.1706(4) -1.66062(18) -0.48819(12) 0.0361(5) Uani 1 1 d . . . . .
H23 H -1.205167 -1.591439 -0.510436 0.043 Uiso 1 1 calc R U . . .
C17 C -1.4875(4) -2.40630(19) -0.33113(13) 0.0378(5) Uani 1 1 d . . . . .
H17 H -1.364263 -2.444351 -0.345322 0.045 Uiso 1 1 calc R U . . .
C8 C -1.6639(4) -2.08643(19) -0.08962(12) 0.0326(5) Uani 1 1 d . . . . .
H8 H -1.733073 -2.027828 -0.111839 0.039 Uiso 1 1 calc R U . . .
C26 C -1.3660(4) -1.66284(18) -0.20017(12) 0.0318(5) Uani 1 1 d . . . . .
H26 H -1.514434 -1.688267 -0.225794 0.038 Uiso 1 1 calc R U . . .
C14 C -1.8449(4) -2.29395(18) -0.28850(12) 0.0323(5) Uani 1 1 d . . . . .
H14 H -1.967772 -2.256311 -0.273148 0.039 Uiso 1 1 calc R U . . .
C2 C -1.4615(3) -1.97875(17) -0.22964(11) 0.0273(5) Uani 1 1 d . . . . .
H2 H -1.555891 -1.930306 -0.195276 0.033 Uiso 1 1 calc R U . . .
C29 C -0.9364(4) -1.5882(2) -0.12412(13) 0.0412(6) Uani 1 1 d . . . . .
H29 H -0.788745 -1.562799 -0.097861 0.049 Uiso 1 1 calc R U . . .
C12 C -1.3704(4) -2.20442(18) -0.08568(12) 0.0352(5) Uani 1 1 d . . . . .
H12 H -1.236908 -2.225644 -0.105242 0.042 Uiso 1 1 calc R U . . .
C1 C -1.3413(4) -2.04932(17) -0.17729(11) 0.0281(5) Uani 1 1 d . . . . .
C24 C -1.3097(4) -1.71596(18) -0.43610(11) 0.0316(5) Uani 1 1 d . . . . .
H24 H -1.439159 -1.683613 -0.422409 0.038 Uiso 1 1 calc R U . . .
C19 C -1.2634(3) -1.81855(17) -0.40324(11) 0.0270(4) Uani 1 1 d . . . . .
C13 C -1.6456(3) -2.21585(17) -0.30505(11) 0.0268(5) Uani 1 1 d . . . . .
C28 C -1.0824(4) -1.5054(2) -0.11268(13) 0.0407(6) Uani 1 1 d . . . . .
H28 H -1.035086 -1.423244 -0.078523 0.049 Uiso 1 1 calc R U . . .
C10 C -1.6618(4) -2.22998(19) 0.00312(13) 0.0404(6) Uani 1 1 d . . . . .
H10 H -1.727281 -2.267671 0.045131 0.048 Uiso 1 1 calc R U . . .
C16 C -1.6885(4) -2.48287(19) -0.31644(13) 0.0383(5) Uani 1 1 d . . . . .
H16 H -1.704726 -2.573845 -0.321584 0.046 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 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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'
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
C17 C18 C13 121.1(2) . . ?
C21 C20 C19 120.60(18) . . ?
O2 C3 C4 104.32(15) . . ?
O2 C3 C13 111.85(16) . . ?
C4 C3 C13 112.68(15) . . ?
O2 C3 C2 108.79(15) . . ?
C4 C3 C2 103.49(15) . . ?
C13 C3 C2 114.88(15) . . ?
C16 C15 C14 120.5(2) . . ?
C3 C4 C5 105.09(15) . . ?
C23 C22 C21 120.11(19) . . ?
C10 C11 C12 120.0(2) . . ?
C19 C5 C4 115.34(15) . . ?
C19 C5 C6 113.56(17) . . ?
C4 C5 C6 101.37(14) . . ?
C30 C25 C26 118.08(19) . . ?
C30 C25 C6 120.63(18) . . ?
C26 C25 C6 121.28(19) . . ?
C28 C27 C26 119.5(2) . . ?
C8 C7 C12 119.45(18) . . ?
C8 C7 C1 123.46(17) . . ?
C12 C7 C1 116.98(19) . . ?
C29 C30 C25 120.9(2) . . ?
C25 C6 C2 114.14(15) . . ?
C25 C6 C5 115.39(14) . . ?
C2 C6 C5 104.33(16) . . ?
C8 C9 C10 120.7(2) . . ?
C20 C21 C22 120.4(2) . . ?
C22 C23 C24 119.67(18) . . ?
C16 C17 C18 119.9(2) . . ?
C7 C8 C9 119.8(2) . . ?
C27 C26 C25 121.4(2) . . ?
C15 C14 C13 120.5(2) . . ?
C1 C2 C6 112.76(17) . . ?
C1 C2 C3 114.95(14) . . ?
C6 C2 C3 106.17(14) . . ?
C28 C29 C30 120.1(2) . . ?
C11 C12 C7 120.2(2) . . ?
O1 C1 C7 119.14(17) . . ?
O1 C1 C2 121.33(17) . . ?
C7 C1 C2 119.53(18) . . ?
C23 C24 C19 121.2(2) . . ?
C20 C19 C24 118.08(17) . . ?
C20 C19 C5 120.81(16) . . ?
C24 C19 C5 121.11(18) . . ?
C14 C13 C18 118.22(17) . . ?
C14 C13 C3 121.19(18) . . ?
C18 C13 C3 120.59(17) . . ?
C27 C28 C29 120.0(2) . . ?
C11 C10 C9 119.85(19) . . ?
C15 C16 C17 119.71(18) . . ?
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
O1 C1 1.222(2) . ?
O2 C3 1.429(2) . ?
C18 C17 1.388(3) . ?
C18 C13 1.396(3) . ?
C20 C21 1.381(3) . ?
C20 C19 1.399(3) . ?
C3 C4 1.536(3) . ?
C3 C13 1.535(2) . ?
C3 C2 1.589(3) . ?
C15 C16 1.380(3) . ?
C15 C14 1.390(3) . ?
C4 C5 1.530(3) . ?
C22 C23 1.383(3) . ?
C22 C21 1.379(3) . ?
C11 C10 1.384(3) . ?
C11 C12 1.380(3) . ?
C5 C19 1.506(3) . ?
C5 C6 1.549(3) . ?
C25 C30 1.392(3) . ?
C25 C26 1.396(3) . ?
C25 C6 1.507(3) . ?
C27 C28 1.388(3) . ?
C27 C26 1.385(3) . ?
C7 C8 1.384(3) . ?
C7 C12 1.403(3) . ?
C7 C1 1.494(3) . ?
C30 C29 1.390(3) . ?
C6 C2 1.545(2) . ?
C9 C8 1.385(3) . ?
C9 C10 1.382(3) . ?
C23 C24 1.383(3) . ?
C17 C16 1.383(3) . ?
C14 C13 1.393(3) . ?
C2 C1 1.528(3) . ?
C29 C28 1.383(3) . ?
C24 C19 1.397(3) . ?
