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#$Date: 2025-04-05 05:01:37 +0300 (Sat, 05 Apr 2025) $
#$Revision: 298748 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/37/1573791.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_1573791
loop_
_publ_author_name
'Cadart, Timothée'
'Feriancová, Lucia'
'Henke, Petr'
'Gyepes, Robert'
'Císařová, Ivana'
'Kalíková, Květa'
'Kotora, Martin'
_publ_section_title
;
 Synthesis of highly fluorescent helical quinolizinium salts by a
 Rh-catalyzed cyclotrimerization/C-H activation sequence.
;
_journal_issue                   24
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              4662
_journal_page_last               4665
_journal_paper_doi               10.1039/d4cc06512c
_journal_volume                  61
_journal_year                    2025
_chemical_compound_source        'synthesized by the authors'
_chemical_formula_moiety         'C30 H25 N O2 Si'
_chemical_formula_sum            'C30 H25 N O2 Si'
_chemical_formula_weight         459.60
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_method           SHELXL-2019/3
_audit_update_record
;
2024-07-24 deposited with the CCDC.	2025-01-28 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 105.4050(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.0000(2)
_cell_length_b                   21.9129(7)
_cell_length_c                   14.2074(5)
_cell_measurement_reflns_used    9815
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.4903
_cell_measurement_theta_min      2.3804
_cell_volume                     2401.12(13)
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_data_collection       'Bruker Instrument Service vV6.2.16'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_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 0.998
_diffrn_measurement_device_type  'Bruker D8 VENTURE Kappa Duo PHOTONIII CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'Quazar Mo multilayer optic'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0356
_diffrn_reflns_av_unetI/netI     0.0226
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            37428
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.506
_diffrn_reflns_theta_min         2.380
_diffrn_source                   'I\mS  micro-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.126
_exptl_absorpt_correction_T_max  0.98
_exptl_absorpt_correction_T_min  0.89
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. (2015).
"Comparison of silver and molybdenum microfocus X-ray sources for
single-crystal structure determination"
J. Appl. Cryst. 48, 3-10.
doi:10.1107/S1600576714022985
;
_exptl_crystal_colour            orange-red
_exptl_crystal_density_diffrn    1.271
_exptl_crystal_description       prism
_exptl_crystal_F_000             968
_exptl_crystal_size_max          0.309
_exptl_crystal_size_mid          0.278
_exptl_crystal_size_min          0.161
_refine_diff_density_max         0.350
_refine_diff_density_min         -0.262
_refine_diff_density_rms         0.040
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     311
_refine_ls_number_reflns         5515
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.0431
_refine_ls_R_factor_gt           0.0369
_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)+(0.0362P)²+1.1594P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0905
_refine_ls_wR_factor_ref         0.0952
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4838
_reflns_number_total             5515
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4cc06512c2.cif
_cod_data_source_block           mo_lf32_kotora
_cod_depositor_comments
'Adding full bibliography for 1573791--1573795.cif.'
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               1573791
_shelx_shelxl_version_number     2019/3
_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.
;
_shelx_estimated_absorpt_t_min   0.962
_shelx_estimated_absorpt_t_max   0.980
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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_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 0.30829(5) 0.66218(2) 0.50501(2) 0.02577(10) Uani 1 1 d . . . . .
N1 N 0.24331(13) 0.67392(5) 0.26844(7) 0.0208(2) Uani 1 1 d . . . . .
O1 O 0.13517(15) 0.36246(4) 0.33197(8) 0.0386(3) Uani 1 1 d . . . . .
O2 O 0.23634(15) 0.65484(4) -0.02338(7) 0.0363(2) Uani 1 1 d . . . . .
C1 C 0.23265(17) 0.57453(6) 0.08270(9) 0.0238(3) Uani 1 1 d . . . . .
H1 H 0.215278 0.604118 0.128046 0.029 Uiso 1 1 calc R U . . .
C2 C 0.24783(19) 0.59343(6) -0.00717(9) 0.0286(3) Uani 1 1 d . . . . .
C3 C 0.2736(2) 0.55061(7) -0.07604(10) 0.0394(4) Uani 1 1 d . . . . .
H3 H 0.288709 0.563784 -0.136948 0.047 Uiso 1 1 calc R U . . .
C4 C 0.2765(3) 0.48993(7) -0.05391(11) 0.0433(4) Uani 1 1 d . . . . .
H4 H 0.292477 0.461168 -0.100805 0.052 Uiso 1 1 calc R U . . .
C5 C 0.2566(2) 0.46832(6) 0.03640(10) 0.0319(3) Uani 1 1 d . . . . .
C6 C 0.2454(2) 0.40470(7) 0.05205(11) 0.0398(4) Uani 1 1 d . . . . .
H6 H 0.258619 0.376757 0.003406 0.048 Uiso 1 1 calc R U . . .
C7 C 0.2159(2) 0.38333(6) 0.13622(11) 0.0348(3) Uani 1 1 d . . . . .
H7 H 0.199733 0.340981 0.145128 0.042 Uiso 1 1 calc R U . . .
C8 C 0.21004(17) 0.42560(6) 0.20929(10) 0.0258(3) Uani 1 1 d . . . . .
C9 C 0.23222(15) 0.48844(5) 0.20109(9) 0.0208(2) Uani 1 1 d . . . . .
C10 C 0.24230(16) 0.51212(6) 0.10904(9) 0.0230(3) Uani 1 1 d . . . . .
C11 C 0.17403(17) 0.41172(6) 0.30367(10) 0.0263(3) Uani 1 1 d . . . . .
C12 C 0.19281(16) 0.47043(6) 0.35729(9) 0.0223(2) Uani 1 1 d . . . . .
C13 C 0.18301(17) 0.47939(6) 0.45111(10) 0.0259(3) Uani 1 1 d . . . . .
H13 H 0.154589 0.446788 0.488151 0.031 Uiso 1 1 calc R U . . .
C14 C 0.21595(17) 0.53771(6) 0.49051(9) 0.0257(3) Uani 1 1 d . . . . .
H14 H 0.204879 0.545105 0.554469 0.031 Uiso 1 1 calc R U . . .
C15 C 0.26485(15) 0.58571(6) 0.43870(9) 0.0212(2) Uani 1 1 d . . . . .
C16 C 0.27773(14) 0.57455(5) 0.34153(8) 0.0182(2) Uani 1 1 d . . . . .
C17 C 0.23484(15) 0.51710(5) 0.29883(9) 0.0191(2) Uani 1 1 d . . . . .
C18 C 0.34519(15) 0.62567(5) 0.29215(8) 0.0177(2) Uani 1 1 d . . . . .
C19 C 0.30114(17) 0.72165(5) 0.22379(9) 0.0238(3) Uani 1 1 d . . . . .
H19 H 0.227998 0.756283 0.206372 0.029 Uiso 1 1 calc R U . . .
C20 C 0.45755(18) 0.72244(6) 0.20281(9) 0.0248(3) Uani 1 1 d . . . . .
H20 H 0.490245 0.756429 0.170174 0.030 Uiso 1 1 calc R U . . .
C21 C 0.57079(16) 0.67220(6) 0.23006(9) 0.0217(2) Uani 1 1 d . . . . .
C22 C 0.73928(17) 0.67057(6) 0.21564(10) 0.0286(3) Uani 1 1 d . . . . .
H22 H 0.778535 0.703714 0.184056 0.034 Uiso 1 1 calc R U . . .
C23 C 0.84557(17) 0.62185(7) 0.24669(10) 0.0319(3) Uani 1 1 d . . . . .
H23 H 0.958674 0.621507 0.237128 0.038 Uiso 1 1 calc R U . . .
C24 C 0.78891(17) 0.57181(7) 0.29302(10) 0.0288(3) Uani 1 1 d . . . . .
H24 H 0.864347 0.538181 0.314495 0.035 Uiso 1 1 calc R U . . .
C25 C 0.62644(16) 0.57146(6) 0.30713(9) 0.0224(2) Uani 1 1 d . . . . .
H25 H 0.588915 0.537408 0.337541 0.027 Uiso 1 1 calc R U . . .
C26 C 0.51372(15) 0.62182(5) 0.27647(8) 0.0186(2) Uani 1 1 d . . . . .
C27 C 0.5056(2) 0.70181(7) 0.48962(11) 0.0366(3) Uani 1 1 d . . . . .
H27A H 0.529566 0.737657 0.532351 0.055 Uiso 1 1 calc R U . . .
H27B H 0.486154 0.714746 0.421532 0.055 Uiso 1 1 calc R U . . .
H27C H 0.604669 0.673870 0.506890 0.055 Uiso 1 1 calc R U . . .
C28 C 0.1123(2) 0.71173(7) 0.46607(11) 0.0396(4) Uani 1 1 d . . . . .
H28A H 0.133165 0.750290 0.502250 0.059 Uiso 1 1 calc R U . . .
H28B H 0.012743 0.690894 0.479550 0.059 Uiso 1 1 calc R U . . .
H28C H 0.088010 0.720035 0.395949 0.059 Uiso 1 1 calc R U . . .
C29 C 0.3455(2) 0.64605(7) 0.63904(10) 0.0384(3) Uani 1 1 d . . . . .
H29A H 0.385164 0.683320 0.676427 0.058 Uiso 1 1 calc R U . . .
H29B H 0.433730 0.614162 0.658885 0.058 Uiso 1 1 calc R U . . .
H29C H 0.236902 0.632254 0.651636 0.058 Uiso 1 1 calc R U . . .
C30 C 0.2526(2) 0.67680(7) -0.11510(10) 0.0367(3) Uani 1 1 d . . . . .
H30A H 0.247681 0.721494 -0.115808 0.055 Uiso 1 1 calc R U . . .
H30B H 0.157522 0.660603 -0.167666 0.055 Uiso 1 1 calc R U . . .
H30C H 0.363679 0.663399 -0.124799 0.055 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 0.0033 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'
N N 0.0061 0.0033 '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'
Si Si 0.0817 0.0704 '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
C27 Si1 C28 111.41(8) . . ?
C27 Si1 C29 107.16(7) . . ?
C28 Si1 C29 107.69(7) . . ?
C27 Si1 C15 113.58(6) . . ?
C28 Si1 C15 109.63(6) . . ?
C29 Si1 C15 107.08(6) . . ?
C18 N1 C19 117.93(11) . . ?
C2 O2 C30 117.93(11) . . ?
C2 C1 C10 121.59(12) . . ?
C2 C1 H1 119.2 . . ?
C10 C1 H1 119.2 . . ?
O2 C2 C1 115.75(12) . . ?
O2 C2 C3 123.72(12) . . ?
C1 C2 C3 120.53(13) . . ?
C4 C3 C2 119.04(13) . . ?
C4 C3 H3 120.5 . . ?
C2 C3 H3 120.5 . . ?
C3 C4 C5 122.36(14) . . ?
C3 C4 H4 118.8 . . ?
C5 C4 H4 118.8 . . ?
C4 C5 C6 119.86(13) . . ?
C4 C5 C10 118.52(13) . . ?
C6 C5 C10 121.59(13) . . ?
C7 C6 C5 120.57(13) . . ?
C7 C6 H6 119.7 . . ?
C5 C6 H6 119.7 . . ?
C6 C7 C8 118.09(13) . . ?
C6 C7 H7 121.0 . . ?
C8 C7 H7 121.0 . . ?
C9 C8 C7 124.04(13) . . ?
C9 C8 C11 109.79(11) . . ?
C7 C8 C11 126.14(12) . . ?
C8 C9 C10 118.25(11) . . ?
C8 C9 C17 107.60(11) . . ?
C10 C9 C17 134.12(11) . . ?
C1 C10 C9 125.50(11) . . ?
C1 C10 C5 117.72(12) . . ?
C9 C10 C5 116.73(11) . . ?
O1 C11 C8 127.57(13) . . ?
O1 C11 C12 126.74(13) . . ?
C8 C11 C12 105.69(10) . . ?
C13 C12 C17 123.51(12) . . ?
C13 C12 C11 126.89(11) . . ?
C17 C12 C11 109.48(11) . . ?
C12 C13 C14 117.98(11) . . ?
C12 C13 H13 121.0 . . ?
C14 C13 H13 121.0 . . ?
C13 C14 C15 121.91(12) . . ?
C13 C14 H14 119.0 . . ?
C15 C14 H14 119.0 . . ?
C14 C15 C16 118.74(11) . . ?
C14 C15 Si1 116.14(9) . . ?
C16 C15 Si1 125.12(9) . . ?
C17 C16 C15 119.94(11) . . ?
C17 C16 C18 123.18(10) . . ?
C15 C16 C18 116.83(10) . . ?
C16 C17 C12 117.72(11) . . ?
C16 C17 C9 135.25(11) . . ?
C12 C17 C9 106.89(10) . . ?
N1 C18 C26 123.48(11) . . ?
N1 C18 C16 116.30(10) . . ?
C26 C18 C16 120.17(10) . . ?
C20 C19 N1 123.76(11) . . ?
C20 C19 H19 118.1 . . ?
N1 C19 H19 118.1 . . ?
C19 C20 C21 119.33(11) . . ?
C19 C20 H20 120.3 . . ?
C21 C20 H20 120.3 . . ?
C20 C21 C22 123.06(12) . . ?
C20 C21 C26 118.07(11) . . ?
C22 C21 C26 118.85(12) . . ?
C23 C22 C21 120.58(12) . . ?
C23 C22 H22 119.7 . . ?
C21 C22 H22 119.7 . . ?
C22 C23 C24 120.56(12) . . ?
C22 C23 H23 119.7 . . ?
C24 C23 H23 119.7 . . ?
C25 C24 C23 120.50(12) . . ?
C25 C24 H24 119.7 . . ?
C23 C24 H24 119.7 . . ?
C24 C25 C26 120.15(12) . . ?
C24 C25 H25 119.9 . . ?
C26 C25 H25 119.9 . . ?
C25 C26 C21 119.35(11) . . ?
C25 C26 C18 123.25(11) . . ?
C21 C26 C18 117.37(11) . . ?
Si1 C27 H27A 109.5 . . ?
Si1 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
Si1 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
Si1 C28 H28A 109.5 . . ?
Si1 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
Si1 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
Si1 C29 H29A 109.5 . . ?
Si1 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
Si1 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
O2 C30 H30A 109.5 . . ?
O2 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
O2 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 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 C27 1.8643(16) . ?
Si1 C28 1.8663(16) . ?
Si1 C29 1.8812(14) . ?
Si1 C15 1.9085(13) . ?
N1 C18 1.3228(15) . ?
N1 C19 1.3662(16) . ?
O1 C11 1.2205(16) . ?
O2 C2 1.3642(17) . ?
O2 C30 1.4269(16) . ?
C1 C2 1.3781(18) . ?
C1 C10 1.4146(18) . ?
C1 H1 0.9500 . ?
C2 C3 1.410(2) . ?
C3 C4 1.365(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.416(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.418(2) . ?
C5 C10 1.4361(18) . ?
C6 C7 1.362(2) . ?
C6 H6 0.9500 . ?
C7 C8 1.4014(19) . ?
C7 H7 0.9500 . ?
C8 C9 1.3973(17) . ?
C8 C11 1.4761(19) . ?
C9 C10 1.4290(17) . ?
C9 C17 1.5190(16) . ?
C11 C12 1.4822(18) . ?
C12 C13 1.3700(18) . ?
C12 C17 1.4133(16) . ?
C13 C14 1.3920(19) . ?
C13 H13 0.9500 . ?
C14 C15 1.3980(17) . ?
C14 H14 0.9500 . ?
C15 C16 1.4324(16) . ?
C16 C17 1.4002(16) . ?
C16 C18 1.4965(16) . ?
C18 C26 1.4262(16) . ?
C19 C20 1.3612(19) . ?
C19 H19 0.9500 . ?
C20 C21 1.4129(18) . ?
C20 H20 0.9500 . ?
C21 C22 1.4167(18) . ?
C21 C26 1.4219(16) . ?
C22 C23 1.363(2) . ?
C22 H22 0.9500 . ?
C23 C24 1.414(2) . ?
C23 H23 0.9500 . ?
C24 C25 1.3668(17) . ?
C24 H24 0.9500 . ?
C25 C26 1.4184(17) . ?
C25 H25 0.9500 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
