#------------------------------------------------------------------------------
#$Date: 2024-05-24 04:09:25 +0300 (Fri, 24 May 2024) $
#$Revision: 292013 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/86/7248674.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_7248674
loop_
_publ_author_name
'Dunkel, Petra'
'Bogdán, Dóra'
'Deme, Ruth'
'Zimber, Ádám'
'Ballayová, Veronika'
'Csizmadia, Eszter'
'Kontra, Bence'
'Kalydi, Eszter'
'Bényei, Attila'
'Mátyus, Péter'
'Mucsi, Zoltán'
_publ_section_title
;
 C(sp3)--H cyclizations of 2-(2-vinyl)phenoxy-tert-anilines
;
_journal_issue                   24
_journal_name_full               'RSC Advances'
_journal_page_first              16784
_journal_page_last               16800
_journal_paper_doi               10.1039/D3RA08974F
_journal_volume                  14
_journal_year                    2024
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C18 H15 N3 O'
_chemical_formula_sum            'C18 H15 N3 O'
_chemical_formula_weight         289.33
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2011-02-08T11:22:29-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_update_record
;
2023-03-31 deposited with the CCDC.	2024-04-30 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.7450(10)
_cell_length_b                   9.8360(10)
_cell_length_c                   17.5350(10)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      18.4
_cell_measurement_theta_min      9.5
_cell_volume                     1508.3(2)
_computing_cell_refinement       'CAD4 Express (Enraf Nonius, 1992)'
_computing_data_collection       'CAD4 Express (Enraf Nonius, 1992)'
_computing_data_reduction        'PROFIT (Streltsov & Zavodnik, 1989)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR92 (Giacovazzo et al, 1993)'
_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'
_diffrn_measurement_method       'profiled omega/2theta scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.024
_diffrn_reflns_av_unetI/netI     0.0386
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -1
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            1767
_diffrn_reflns_theta_full        25.96
_diffrn_reflns_theta_max         25.96
_diffrn_reflns_theta_min         2.6
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_decay_%        6
_diffrn_standards_interval_count 91
_diffrn_standards_interval_time  52
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.082
_exptl_absorpt_correction_T_max  0.9456
_exptl_absorpt_correction_T_min  0.8556
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details
;
North A.C.T., Phillips D.C. & Mathews F.S. (1968) Acta. Cryst. A24, 351
        Number of psi-scan sets used was   2
        Theta correction was applied.
        Averaged transmission function was used.
        Fourier smoothing - Window value   5
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.274
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             608
_exptl_crystal_size_max          0.66
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.198
_refine_diff_density_min         -0.209
_refine_diff_density_rms         0.043
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -3(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.095
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     200
_refine_ls_number_reflns         1710
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.095
_refine_ls_R_factor_all          0.0694
_refine_ls_R_factor_gt           0.0562
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0585P)²+0.3772P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.1396
_reflns_number_gt                1401
_reflns_number_total             1710
_reflns_threshold_expression     >2σ(I)
_publcif_datablock.id            {b98fa9eb-3a12-4137-b878-179bda4d783b}
_cod_data_source_file            d3ra08974f3.cif
_cod_data_source_block           5a
_cod_database_code               7248674
_publcif_funding_html
;
;
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
C1 0.8214(5) 0.2694(5) 0.3534(2) 0.0615(12) Uani d . 1 . . C
C2 0.9261(5) 0.1662(4) 0.2429(2) 0.0544(10) Uani d . 1 . . C
C3 0.7825(4) 0.2152(4) 0.2769(2) 0.0458(9) Uani d . 1 . . C
C4 0.6751(4) 0.0906(4) 0.2888(2) 0.0474(9) Uani d . 1 . . C
H4A 0.7191 0.0325 0.3277 0.057 Uiso calc R 1 . . H
H4B 0.5774 0.123 0.3077 0.057 Uiso calc R 1 . . H
C5 0.6478(4) 0.0079(4) 0.2192(2) 0.0438(9) Uani d . 1 . . C
C6 0.5401(4) 0.0496(3) 0.1659(2) 0.0427(8) Uani d . 1 . . C
C7 0.4483(4) 0.2624(4) 0.12592(18) 0.0413(8) Uani d . 1 . . C
C8 0.5766(4) 0.3406(4) 0.10805(18) 0.0409(8) Uani d . 1 . . C
C9 0.7104(4) 0.3353(4) 0.23006(18) 0.0437(8) Uani d . 1 . . C
H9A 0.6043 0.3455 0.2451 0.052 Uiso calc R 1 . . H
H9B 0.7632 0.4187 0.2434 0.052 Uiso calc R 1 . . H
C10 0.8526(5) 0.3816(5) 0.1139(2) 0.0585(11) Uani d . 1 . . C
H10A 0.8637 0.352 0.062 0.088 Uiso calc R 1 . . H
H10B 0.9416 0.3559 0.1425 0.088 Uiso calc R 1 . . H
H10C 0.8415 0.4787 0.1151 0.088 Uiso calc R 1 . . H
C11 0.7241(5) -0.1121(4) 0.2053(3) 0.0616(11) Uani d . 1 . . C
H11 0.7959 -0.1426 0.2405 0.074 Uiso calc . 1 . . H
C12 0.6969(6) -0.1872(5) 0.1413(3) 0.0751(15) Uani d . 1 . . C
H12 0.751 -0.2672 0.133 0.09 Uiso calc . 1 . . H
C13 0.5892(7) -0.1447(5) 0.0888(3) 0.0717(15) Uani d . 1 . . C
H13 0.5704 -0.1962 0.0453 0.086 Uiso calc . 1 . . H
C14 0.5095(5) -0.0252(4) 0.1011(2) 0.0566(11) Uani d . 1 . . C
H14 0.4364 0.0042 0.0663 0.068 Uiso calc . 1 . . H
C15 0.3095(5) 0.2800(4) 0.0890(2) 0.0532(10) Uani d . 1 . . C
H15 0.2254 0.2275 0.1026 0.064 Uiso calc . 1 . . H
C16 0.2970(5) 0.3756(5) 0.0322(2) 0.0623(12) Uani d . 1 . . C
H16 0.2038 0.3894 0.0078 0.075 Uiso calc . 1 . . H
C17 0.4226(6) 0.4506(5) 0.0115(2) 0.0647(12) Uani d . 1 . . C
H17 0.4148 0.5126 -0.0284 0.078 Uiso calc . 1 . . H
C18 0.5611(5) 0.4353(4) 0.0492(2) 0.0516(10) Uani d . 1 . . C
H18 0.6443 0.4886 0.0352 0.062 Uiso calc . 1 . . H
N1 0.8454(6) 0.3102(5) 0.4121(2) 0.0930(15) Uani d . 1 . . N
N2 1.0350(5) 0.1192(4) 0.2179(3) 0.0802(13) Uani d . 1 . . N
N3 0.7169(3) 0.3180(3) 0.14753(15) 0.0408(7) Uani d . 1 . . N
O1 0.4574(3) 0.1658(2) 0.18347(12) 0.0428(6) Uani d . 1 . . O
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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
-1 5 -7
-1 3 -8
-1 3 -6
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
N1 C1 C3 177.5(5) . . ?
N2 C2 C3 175.3(4) . . ?
C2 C3 C1 106.8(3) . . ?
C2 C3 C4 108.1(3) . . ?
C1 C3 C4 107.4(3) . . ?
C2 C3 C9 112.2(3) . . ?
C1 C3 C9 107.1(3) . . ?
C4 C3 C9 114.8(3) . . ?
C5 C4 C3 114.7(3) . . ?
C11 C5 C6 117.6(4) . . ?
C11 C5 C4 122.4(4) . . ?
C6 C5 C4 120.0(3) . . ?
C14 C6 O1 121.5(4) . . ?
C14 C6 C5 121.8(4) . . ?
O1 C6 C5 116.6(3) . . ?
C15 C7 O1 118.4(3) . . ?
C15 C7 C8 122.0(3) . . ?
O1 C7 C8 119.6(3) . . ?
C7 C8 C18 117.1(3) . . ?
C7 C8 N3 119.8(3) . . ?
C18 C8 N3 123.1(3) . . ?
N3 C9 C3 114.6(3) . . ?
C12 C11 C5 121.6(4) . . ?
C11 C12 C13 120.2(4) . . ?
C12 C13 C14 119.7(4) . . ?
C6 C14 C13 119.0(4) . . ?
C16 C15 C7 119.6(4) . . ?
C17 C16 C15 119.7(4) . . ?
C16 C17 C18 120.9(4) . . ?
C17 C18 C8 120.6(4) . . ?
C8 N3 C9 115.5(3) . . ?
C8 N3 C10 115.8(3) . . ?
C9 N3 C10 112.4(3) . . ?
C6 O1 C7 115.6(2) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 N1 . 1.124(5) ?
C1 C3 . 1.483(6) ?
C2 N2 . 1.146(5) ?
C2 C3 . 1.471(6) ?
C3 C4 . 1.558(5) ?
C3 C9 . 1.571(5) ?
C4 C5 . 1.486(5) ?
C5 C11 . 1.377(5) ?
C5 C6 . 1.389(5) ?
C6 C14 . 1.379(5) ?
C6 O1 . 1.387(4) ?
C7 C15 . 1.387(5) ?
C7 O1 . 1.388(4) ?
C7 C8 . 1.396(5) ?
C8 C18 . 1.397(5) ?
C8 N3 . 1.426(4) ?
C9 N3 . 1.458(4) ?
C10 N3 . 1.466(5) ?
C11 C12 . 1.365(7) ?
C12 C13 . 1.381(7) ?
C13 C14 . 1.383(6) ?
C15 C16 . 1.375(6) ?
C16 C17 . 1.372(7) ?
C17 C18 . 1.388(6) ?
loop_
_publcif_info_exptl_table_extra_item
sin_theta_over_lambda_max
loop_
_publcif_info_exptl_table_header_item
?
