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#$Date: 2025-08-22 14:50:14 +0200 (Fri 22 de Aug de 2025) $
#$Revision: 301863 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/31/7203152.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_7203152
loop_
_publ_author_name
'Bacchi, Alessia'
'Bosetti, Elsa'
'Carcelli, Mauro'
'Pelagatti, Paolo'
'Pelizzi, Giancarlo'
'Rogolino, Dominga'
_publ_section_title
;
 Triarylcarbinol derivatives barter intermolecular interactions to
 accommodate substituents and create polymorphs
;
_journal_issue                   3
_journal_name_full               CrystEngComm
_journal_page_first              233
_journal_paper_doi               10.1039/b513876k
_journal_volume                  8
_journal_year                    2006
_chemical_formula_sum            'C23 H26 N2 O'
_chemical_formula_weight         346.46
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                96.19(6)
_cell_angle_beta                 95.70(6)
_cell_angle_gamma                107.22(3)
_cell_formula_units_Z            4
_cell_length_a                   12.087(4)
_cell_length_b                   16.628(5)
_cell_length_c                   10.264(8)
_cell_measurement_temperature    293(2)
_cell_volume                     1940.1(18)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Enraf Nonius CAD4 diffractometer'
_diffrn_measurement_method       'ω/2θ scan'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54138
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.1642
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            5762
_diffrn_reflns_theta_full        59.99
_diffrn_reflns_theta_max         59.99
_diffrn_reflns_theta_min         3.87
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 100
_diffrn_standards_number         1
_exptl_absorpt_coefficient_mu    0.564
_exptl_crystal_colour            'pale blue-green'
_exptl_crystal_density_diffrn    1.186
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prisms
_exptl_crystal_F_000             744
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.142
_refine_diff_density_min         -0.147
_refine_diff_density_rms         0.034
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.715
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     546
_refine_ls_number_reflns         5762
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.715
_refine_ls_R_factor_all          0.1680
_refine_ls_R_factor_gt           0.0451
_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)+(0.0321P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0816
_refine_ls_wR_factor_ref         0.1165
_reflns_number_gt                1801
_reflns_number_total             5762
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b513876k.txt
_cod_data_source_block           beta-MG
_cod_original_cell_volume        1940.1(17)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7203152
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.9067(3) 0.4723(2) -0.3101(3) 0.0593(11) Uani 1 1 d . . .
N2 N 0.7329(3) 0.0895(2) 0.3628(4) 0.0614(11) Uani 1 1 d . . .
N3 N 0.7609(4) -0.2437(3) 0.5455(4) 0.0787(13) Uani 1 1 d . . .
N4 N 0.4163(4) 0.1720(3) 0.8781(4) 0.0827(14) Uani 1 1 d . . .
O1 O 0.8348(3) 0.4798(2) 0.2995(3) 0.0599(9) Uani 1 1 d . . .
O2 O 0.8789(3) 0.1559(2) 0.6308(4) 0.0648(10) Uani 1 1 d . . .
C1 C 0.7550(4) 0.4155(3) 0.1983(4) 0.0524(12) Uani 1 1 d . . .
C2 C 0.7997(4) 0.4267(3) 0.0637(4) 0.0480(12) Uani 1 1 d . . .
C3 C 0.7864(4) 0.3603(3) -0.0335(5) 0.0628(14) Uani 1 1 d . . .
C4 C 0.8216(4) 0.3740(3) -0.1574(5) 0.0608(14) Uani 1 1 d . . .
C5 C 0.8694(4) 0.4548(3) -0.1842(4) 0.0518(12) Uani 1 1 d . . .
C6 C 0.8846(4) 0.5232(3) -0.0859(5) 0.0534(13) Uani 1 1 d . . .
C7 C 0.8489(4) 0.5087(3) 0.0368(5) 0.0531(13) Uani 1 1 d . . .
C8 C 0.7440(4) 0.3273(3) 0.2371(4) 0.0508(12) Uani 1 1 d . . .
C9 C 0.6495(4) 0.2789(3) 0.2866(5) 0.0621(14) Uani 1 1 d . . .
C10 C 0.6444(4) 0.2009(3) 0.3271(4) 0.0651(14) Uani 1 1 d . . .
H10 H 0.5780 0.1706 0.3601 0.078 Uiso 1 1 calc R . .
C11 C 0.7352(4) 0.1678(3) 0.3193(4) 0.0527(12) Uani 1 1 d . . .
C12 C 0.8326(4) 0.2164(3) 0.2698(4) 0.0643(14) Uani 1 1 d . . .
H12 H 0.8959 0.1961 0.2621 0.077 Uiso 1 1 calc R . .
C13 C 0.8365(4) 0.2936(3) 0.2324(5) 0.0673(15) Uani 1 1 d . . .
C14 C 0.6380(4) 0.4341(3) 0.1944(5) 0.0554(13) Uani 1 1 d . . .
C15 C 0.6162(4) 0.4882(3) 0.2901(5) 0.0864(18) Uani 1 1 d . . .
H15 H 0.6735 0.5153 0.3616 0.104 Uiso 1 1 calc R . .
C16 C 0.5086(5) 0.5035(4) 0.2820(6) 0.104(2) Uani 1 1 d . . .
H16 H 0.4958 0.5408 0.3489 0.125 Uiso 1 1 calc R . .
C17 C 0.4218(6) 0.4659(4) 0.1797(7) 0.089(2) Uani 1 1 d . . .
C18 C 0.4435(5) 0.4111(4) 0.0828(5) 0.0900(18) Uani 1 1 d . . .
H18 H 0.3859 0.3844 0.0114 0.108 Uiso 1 1 calc R . .
C19 C 0.5501(4) 0.3949(3) 0.0900(5) 0.0771(16) Uani 1 1 d . . .
H19 H 0.5625 0.3572 0.0236 0.093 Uiso 1 1 calc R . .
C20 C 0.8884(4) 0.3956(3) -0.4061(4) 0.0820(16) Uani 1 1 d . . .
H20A H 0.9149 0.4119 -0.4874 0.123 Uiso 1 1 calc R . .
H20B H 0.8067 0.3639 -0.4227 0.123 Uiso 1 1 calc R . .
H20C H 0.9317 0.3609 -0.3710 0.123 Uiso 1 1 calc R . .
C21 C 0.8588(4) 0.5340(3) -0.3690(4) 0.0874(17) Uani 1 1 d . . .
H21A H 0.8868 0.5429 -0.4523 0.131 Uiso 1 1 calc R . .
H21B H 0.8835 0.5870 -0.3104 0.131 Uiso 1 1 calc R . .
H21C H 0.7750 0.5123 -0.3828 0.131 Uiso 1 1 calc R . .
C22 C 0.6175(4) 0.0331(3) 0.3785(4) 0.0796(16) Uani 1 1 d . . .
H22A H 0.6257 -0.0180 0.4080 0.119 Uiso 1 1 calc R . .
H22B H 0.5675 0.0188 0.2952 0.119 Uiso 1 1 calc R . .
H22C H 0.5838 0.0614 0.4427 0.119 Uiso 1 1 calc R . .
C23 C 0.7984(4) 0.0408(3) 0.2951(5) 0.0853(17) Uani 1 1 d . . .
H23A H 0.7650 0.0242 0.2037 0.128 Uiso 1 1 calc R . .
H23B H 0.7947 -0.0091 0.3359 0.128 Uiso 1 1 calc R . .
H23C H 0.8785 0.0752 0.3012 0.128 Uiso 1 1 calc R . .
C24 C 0.8364(4) 0.1094(3) 0.7364(4) 0.0521(12) Uani 1 1 d . . .
C25 C 0.9378(4) 0.1435(3) 0.8524(4) 0.0574(13) Uani 1 1 d . . .
C26 C 0.9509(4) 0.0943(3) 0.9499(5) 0.0649(14) Uani 1 1 d . . .
H26 H 0.9022 0.0385 0.9419 0.078 Uiso 1 1 calc R . .
C27 C 1.0355(5) 0.1272(4) 1.0588(5) 0.0748(16) Uani 1 1 d . . .
H27 H 1.0424 0.0937 1.1243 0.090 Uiso 1 1 calc R . .
C28 C 1.1095(5) 0.2088(4) 1.0712(6) 0.0751(17) Uani 1 1 d . . .
C29 C 1.0994(5) 0.2583(4) 0.9740(6) 0.0748(17) Uani 1 1 d . . .
C30 C 1.0129(5) 0.2258(3) 0.8666(5) 0.0625(14) Uani 1 1 d . . .
C31 C 0.8123(4) 0.0147(3) 0.6892(4) 0.0493(12) Uani 1 1 d . . .
C32 C 0.8965(4) -0.0126(3) 0.6311(5) 0.0601(14) Uani 1 1 d . . .
C33 C 0.8797(5) -0.0970(4) 0.5833(5) 0.0631(15) Uani 1 1 d . . .
C34 C 0.7775(4) -0.1597(3) 0.5924(4) 0.0570(13) Uani 1 1 d . . .
C35 C 0.6930(4) -0.1323(3) 0.6505(5) 0.0645(14) Uani 1 1 d . . .
C36 C 0.7105(4) -0.0481(3) 0.6971(5) 0.0609(14) Uani 1 1 d . . .
C37 C 0.7281(4) 0.1300(3) 0.7773(4) 0.0527(12) Uani 1 1 d . . .
C38 C 0.6865(4) 0.1115(3) 0.8959(4) 0.0640(14) Uani 1 1 d . . .
H38 H 0.7282 0.0883 0.9541 0.077 Uiso 1 1 calc R . .
C39 C 0.5872(5) 0.1261(3) 0.9304(5) 0.0654(15) Uani 1 1 d . . .
C40 C 0.5197(4) 0.1603(3) 0.8478(5) 0.0641(14) Uani 1 1 d . . .
C41 C 0.5625(5) 0.1815(3) 0.7290(5) 0.0614(14) Uani 1 1 d . . .
C42 C 0.6630(4) 0.1666(3) 0.6969(5) 0.0581(13) Uani 1 1 d . . .
C43 C 0.8455(5) -0.2690(3) 0.4766(5) 0.0989(19) Uani 1 1 d . . .
H43A H 0.8189 -0.3297 0.4514 0.148 Uiso 1 1 calc R . .
H43B H 0.9189 -0.2527 0.5335 0.148 Uiso 1 1 calc R . .
H43C H 0.8553 -0.2417 0.3989 0.148 Uiso 1 1 calc R . .
C44 C 0.6575(4) -0.3080(3) 0.5643(5) 0.0975(19) Uani 1 1 d . . .
H44A H 0.6597 -0.3626 0.5258 0.146 Uiso 1 1 calc R . .
H44B H 0.5901 -0.2968 0.5225 0.146 Uiso 1 1 calc R . .
H44C H 0.6533 -0.3077 0.6573 0.146 Uiso 1 1 calc R . .
C45 C 0.3511(4) 0.2096(3) 0.7920(5) 0.101(2) Uani 1 1 d . . .
H45A H 0.2822 0.2128 0.8287 0.152 Uiso 1 1 calc R . .
H45B H 0.3288 0.1752 0.7066 0.152 Uiso 1 1 calc R . .
H45C H 0.3986 0.2657 0.7833 0.152 Uiso 1 1 calc R . .
C46 C 0.3759(4) 0.1512(3) 1.0014(5) 0.0996(19) Uani 1 1 d . . .
H46A H 0.3034 0.1632 1.0072 0.149 Uiso 1 1 calc R . .
H46B H 0.4332 0.1848 1.0738 0.149 Uiso 1 1 calc R . .
H46C H 0.3643 0.0920 1.0055 0.149 Uiso 1 1 calc R . .
H3 H 0.749(3) 0.298(2) -0.026(3) 0.037(10) Uiso 1 1 d . . .
H4 H 0.810(3) 0.319(2) -0.222(3) 0.040(11) Uiso 1 1 d . . .
H6 H 0.918(3) 0.586(2) -0.099(3) 0.041(11) Uiso 1 1 d . . .
H7 H 0.858(3) 0.560(2) 0.099(3) 0.036(11) Uiso 1 1 d . . .
H9 H 0.590(3) 0.302(2) 0.305(3) 0.051(13) Uiso 1 1 d . . .
H13 H 0.905(3) 0.324(2) 0.203(4) 0.065(14) Uiso 1 1 d . . .
H17 H 0.350(5) 0.483(3) 0.176(5) 0.15(3) Uiso 1 1 d . . .
H28 H 1.169(4) 0.239(3) 1.144(4) 0.097(19) Uiso 1 1 d . . .
H29 H 1.148(4) 0.319(3) 0.981(4) 0.095(19) Uiso 1 1 d . . .
H30 H 1.009(3) 0.264(2) 0.805(4) 0.059(14) Uiso 1 1 d . . .
H32 H 0.967(3) 0.032(2) 0.626(3) 0.051(13) Uiso 1 1 d . . .
H33 H 0.942(3) -0.109(2) 0.552(3) 0.041(12) Uiso 1 1 d . . .
H35 H 0.617(3) -0.176(2) 0.665(3) 0.066(14) Uiso 1 1 d . . .
H36 H 0.648(3) -0.033(2) 0.744(4) 0.075(15) Uiso 1 1 d . . .
H39 H 0.558(3) 0.110(2) 1.013(4) 0.066(14) Uiso 1 1 d . . .
H42 H 0.690(3) 0.182(2) 0.615(3) 0.042(12) Uiso 1 1 d . . .
H41 H 0.521(3) 0.210(2) 0.673(4) 0.061(14) Uiso 1 1 d . . .
H1O2 H 0.836(3) 0.137(3) 0.568(4) 0.050(17) Uiso 1 1 d . . .
H1O1 H 0.910(4) 0.481(3) 0.288(4) 0.080(18) Uiso 1 1 d . . .
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'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 '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'
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
C5 N1 C20 114.0(4) . . ?
C5 N1 C21 113.5(4) . . ?
C20 N1 C21 111.1(4) . . ?
C11 N2 C23 116.6(4) . . ?
C11 N2 C22 116.2(4) . . ?
C23 N2 C22 110.1(4) . . ?
C34 N3 C44 120.2(4) . . ?
C34 N3 C43 121.4(4) . . ?
C44 N3 C43 118.5(4) . . ?
C40 N4 C45 120.9(5) . . ?
C40 N4 C46 120.0(5) . . ?
C45 N4 C46 118.9(4) . . ?
O1 C1 C14 105.6(4) . . ?
O1 C1 C8 109.1(3) . . ?
C14 C1 C8 111.2(4) . . ?
O1 C1 C2 108.9(4) . . ?
C14 C1 C2 108.9(4) . . ?
C8 C1 C2 112.9(4) . . ?
C3 C2 C7 118.3(4) . . ?
C3 C2 C1 123.4(4) . . ?
C7 C2 C1 118.2(4) . . ?
C2 C3 C4 121.3(5) . . ?
C5 C4 C3 120.4(5) . . ?
C4 C5 C6 119.1(4) . . ?
C4 C5 N1 122.6(4) . . ?
C6 C5 N1 118.4(4) . . ?
C5 C6 C7 119.9(5) . . ?
C2 C7 C6 121.0(5) . . ?
C9 C8 C13 115.1(5) . . ?
C9 C8 C1 124.1(4) . . ?
C13 C8 C1 120.7(4) . . ?
C8 C9 C10 122.8(5) . . ?
C11 C10 C9 121.4(4) . . ?
C10 C11 C12 116.7(4) . . ?
C10 C11 N2 122.3(4) . . ?
C12 C11 N2 121.0(4) . . ?
C13 C12 C11 120.9(5) . . ?
C12 C13 C8 123.1(5) . . ?
C15 C14 C19 117.8(5) . . ?
C15 C14 C1 122.6(5) . . ?
C19 C14 C1 119.6(4) . . ?
C14 C15 C16 120.6(5) . . ?
C17 C16 C15 122.3(6) . . ?
C16 C17 C18 117.3(6) . . ?
C17 C18 C19 121.0(6) . . ?
C14 C19 C18 121.0(5) . . ?
O2 C24 C31 108.1(3) . . ?
O2 C24 C37 110.4(4) . . ?
C31 C24 C37 112.7(4) . . ?
O2 C24 C25 104.2(4) . . ?
C31 C24 C25 111.8(4) . . ?
C37 C24 C25 109.3(4) . . ?
C30 C25 C26 118.1(5) . . ?
C30 C25 C24 121.1(4) . . ?
C26 C25 C24 120.7(4) . . ?
C27 C26 C25 120.7(5) . . ?
C28 C27 C26 120.5(5) . . ?
C27 C28 C29 119.7(6) . . ?
C28 C29 C30 119.6(6) . . ?
C29 C30 C25 121.4(5) . . ?
C36 C31 C32 115.4(5) . . ?
C36 C31 C24 124.9(4) . . ?
C32 C31 C24 119.6(4) . . ?
C33 C32 C31 122.8(5) . . ?
C34 C33 C32 121.4(5) . . ?
N3 C34 C33 121.5(5) . . ?
N3 C34 C35 122.7(5) . . ?
C33 C34 C35 115.9(5) . . ?
C36 C35 C34 122.2(5) . . ?
C31 C36 C35 122.3(5) . . ?
C42 C37 C38 115.4(4) . . ?
C42 C37 C24 122.2(4) . . ?
C38 C37 C24 122.4(4) . . ?
C39 C38 C37 122.8(5) . . ?
C38 C39 C40 121.9(5) . . ?
N4 C40 C39 122.7(5) . . ?
N4 C40 C41 121.3(5) . . ?
C39 C40 C41 115.9(5) . . ?
C42 C41 C40 121.1(5) . . ?
C41 C42 C37 122.9(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
N1 C5 1.441(5) . ?
N1 C20 1.472(5) . ?
N1 C21 1.472(5) . ?
N2 C11 1.415(5) . ?
N2 C23 1.460(5) . ?
N2 C22 1.468(5) . ?
N3 C34 1.376(5) . ?
N3 C44 1.429(5) . ?
N3 C43 1.434(5) . ?
N4 C40 1.380(5) . ?
N4 C45 1.437(5) . ?
N4 C46 1.441(5) . ?
O1 C1 1.450(5) . ?
O2 C24 1.446(5) . ?
C1 C14 1.532(5) . ?
C1 C8 1.532(5) . ?
C1 C2 1.543(5) . ?
C2 C3 1.366(5) . ?
C2 C7 1.386(5) . ?
C3 C4 1.400(6) . ?
C4 C5 1.366(5) . ?
C5 C6 1.392(5) . ?
C6 C7 1.394(5) . ?
C8 C9 1.367(6) . ?
C8 C13 1.394(6) . ?
C9 C10 1.390(6) . ?
C10 C11 1.371(5) . ?
C11 C12 1.394(5) . ?
C12 C13 1.367(6) . ?
C14 C15 1.359(6) . ?
C14 C19 1.384(6) . ?
C15 C16 1.393(6) . ?
C16 C17 1.359(7) . ?
C17 C18 1.374(7) . ?
C18 C19 1.388(6) . ?
C24 C31 1.528(5) . ?
C24 C37 1.532(5) . ?
C24 C25 1.548(6) . ?
C25 C30 1.383(6) . ?
C25 C26 1.386(5) . ?
C26 C27 1.380(6) . ?
C27 C28 1.370(7) . ?
C28 C29 1.380(7) . ?
C29 C30 1.381(6) . ?
C31 C36 1.375(6) . ?
C31 C32 1.390(6) . ?
C32 C33 1.384(6) . ?
C33 C34 1.379(6) . ?
C34 C35 1.395(6) . ?
C35 C36 1.377(6) . ?
C37 C42 1.391(6) . ?
C37 C38 1.393(5) . ?
C38 C39 1.365(6) . ?
C39 C40 1.397(6) . ?
C40 C41 1.410(6) . ?
C41 C42 1.373(6) . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O2 H1O2 N2 0.76(4) 2.27(4) 3.022(6) 171(4) .
O1 H1O1 N1 0.92(4) 2.10(4) 2.975(5) 157(4) 2_765
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139195017
