#------------------------------------------------------------------------------
#$Date: 2021-10-14 00:07:22 +0200 (Thu 14 de Oct de 2021) $
#$Revision: 269921 $
#$URL: svn://www.crystallography.net/cod/cif/7/12/91/7129103.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_7129103
loop_
_publ_author_name
'Tang, Shi'
'Ding, Shumin'
'Li, Dan'
'Li, Lianjie'
'Zhao, Haixia'
'Chai, Minxue'
'Wang, Jian'
_publ_section_title
;
 Palladium-catalysed imidoylative spirocyclization of
 3-(2-isocyanoethyl)indoles.
;
_journal_issue                   81
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              10576
_journal_page_last               10579
_journal_paper_doi               10.1039/d1cc03240b
_journal_volume                  57
_journal_year                    2021
_chemical_formula_sum            'C29 H26 N2 O4'
_chemical_formula_weight         466.52
_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
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2021-08-15 deposited with the CCDC.	2021-09-14 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 97.9810(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.3994(8)
_cell_length_b                   10.3299(8)
_cell_length_c                   20.9886(15)
_cell_measurement_reflns_used    9743
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.18
_cell_measurement_theta_min      2.67
_cell_volume                     2447.6(3)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0299
_diffrn_reflns_av_unetI/netI     0.0269
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            27225
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.489
_diffrn_reflns_theta_min         1.930
_exptl_absorpt_coefficient_mu    0.085
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.266
_exptl_crystal_description       block
_exptl_crystal_F_000             984
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.190
_refine_diff_density_max         0.724
_refine_diff_density_min         -0.246
_refine_diff_density_rms         0.046
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     318
_refine_ls_number_reflns         5597
_refine_ls_number_restraints     5
_refine_ls_restrained_S_all      1.068
_refine_ls_R_factor_all          0.0874
_refine_ls_R_factor_gt           0.0676
_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)+(0.0918P)²+1.2219P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1863
_refine_ls_wR_factor_ref         0.2006
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4129
_reflns_number_total             5597
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1cc03240b2.cif
_cod_data_source_block           210803a_0m_a
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7129103
_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   0.982
_shelx_estimated_absorpt_t_max   0.984
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
C1 C 0.1404(2) 0.7548(2) 0.57917(12) 0.0540(6) Uani 1 1 d . . . . .
H1 H 0.1121 0.8068 0.6099 0.065 Uiso 1 1 calc R U . . .
C2 C 0.0626(2) 0.6956(3) 0.53343(13) 0.0640(7) Uani 1 1 d . . . . .
H2 H -0.0183 0.7081 0.5332 0.077 Uiso 1 1 calc R U . . .
C3 C 0.1005(2) 0.6190(3) 0.48846(13) 0.0639(7) Uani 1 1 d . . . . .
H3 H 0.0455 0.5806 0.4573 0.077 Uiso 1 1 calc R U . . .
C4 C 0.2169(2) 0.5975(2) 0.48814(12) 0.0581(6) Uani 1 1 d . . . . .
H4 H 0.2411 0.5425 0.4574 0.070 Uiso 1 1 calc R U . . .
C5 C 0.3010(2) 0.6559(2) 0.53281(12) 0.0558(6) Uani 1 1 d . . . . .
H5 H 0.3812 0.6415 0.5317 0.067 Uiso 1 1 calc R U . . .
C6 C 0.2633(2) 0.7387(2) 0.58070(11) 0.0503(5) Uani 1 1 d . U . . .
C7 C 0.34787(19) 0.8036(2) 0.63051(11) 0.0462(4) Uani 1 1 d . U . . .
C8 C 0.4124(2) 0.9146(2) 0.71647(11) 0.0540(5) Uani 1 1 d . U . . .
C9 C 0.4092(2) 0.9849(3) 0.77152(12) 0.0608(6) Uani 1 1 d . . . . .
H9 H 0.3374 1.0076 0.7848 0.073 Uiso 1 1 calc R U . . .
C10 C 0.5167(3) 1.0216(2) 0.80716(12) 0.0660(7) Uani 1 1 d . . . . .
H10 H 0.5177 1.0694 0.8448 0.079 Uiso 1 1 calc R U . . .
C11 C 0.6237(2) 0.9852(3) 0.78547(13) 0.0639(7) Uani 1 1 d . . . . .
H11 H 0.6958 1.0107 0.8082 0.077 Uiso 1 1 calc R U . . .
C12 C 0.6210(2) 0.9107(2) 0.72957(12) 0.0576(6) Uani 1 1 d . . . . .
H12 H 0.6911 0.8840 0.7156 0.069 Uiso 1 1 calc R U . . .
C13 C 0.5149(2) 0.8781(2) 0.69610(11) 0.0498(5) Uani 1 1 d . . . . .
C14 C 0.48212(19) 0.8032(2) 0.63277(11) 0.0458(5) Uani 1 1 d . . . . .
C15 C 0.52233(19) 0.8703(2) 0.57297(10) 0.0440(5) Uani 1 1 d . . . . .
H15A H 0.4601 0.8674 0.5364 0.053 Uiso 1 1 calc R U . . .
H15B H 0.5441 0.9598 0.5822 0.053 Uiso 1 1 calc R U . . .
C16 C 0.63078(18) 0.78981(19) 0.56001(9) 0.0403(4) Uani 1 1 d . . . . .
C17 C 0.54410(17) 0.67069(19) 0.63013(9) 0.0396(4) Uani 1 1 d . . . . .
C18 C 0.51957(17) 0.55900(19) 0.67030(9) 0.0390(4) Uani 1 1 d . . . . .
C19 C 0.4512(2) 0.5728(2) 0.71992(12) 0.0550(6) Uani 1 1 d . . . . .
H19 H 0.4192 0.6531 0.7276 0.066 Uiso 1 1 calc R U . . .
C20 C 0.4304(2) 0.4679(3) 0.75791(12) 0.0592(6) Uani 1 1 d . . . . .
H20 H 0.3840 0.4777 0.7907 0.071 Uiso 1 1 calc R U . . .
C21 C 0.4783(2) 0.3496(2) 0.74713(12) 0.0587(6) Uani 1 1 d . . . . .
H21 H 0.4655 0.2795 0.7731 0.070 Uiso 1 1 calc R U . . .
C22 C 0.5451(2) 0.3343(2) 0.69816(13) 0.0617(6) Uani 1 1 d . . . . .
H22 H 0.5770 0.2536 0.6908 0.074 Uiso 1 1 calc R U . . .
C23 C 0.5654(2) 0.4385(2) 0.65963(11) 0.0493(5) Uani 1 1 d . . . . .
H23 H 0.6103 0.4272 0.6263 0.059 Uiso 1 1 calc R U . . .
C24 C 0.6293(2) 0.7637(2) 0.48791(11) 0.0485(5) Uani 1 1 d . . . . .
C25 C 0.7474(3) 0.6893(3) 0.40950(12) 0.0685(7) Uani 1 1 d . . . . .
H25A H 0.8019 0.6172 0.4093 0.082 Uiso 1 1 calc R U . . .
H25B H 0.6715 0.6629 0.3864 0.082 Uiso 1 1 calc R U . . .
C26 C 0.7923(5) 0.7998(4) 0.37725(19) 0.1188(16) Uani 1 1 d . . . . .
H26A H 0.7365 0.8698 0.3757 0.178 Uiso 1 1 calc R U . . .
H26B H 0.8031 0.7758 0.3343 0.178 Uiso 1 1 calc R U . . .
H26C H 0.8667 0.8268 0.4005 0.178 Uiso 1 1 calc R U . . .
C27 C 0.74797(19) 0.8558(2) 0.58530(10) 0.0446(5) Uani 1 1 d . . . . .
C28 C 0.8518(3) 1.0551(3) 0.58020(16) 0.0760(8) Uani 1 1 d . . . . .
H28A H 0.8711 1.1080 0.5449 0.091 Uiso 1 1 calc R U . . .
H28B H 0.9206 1.0026 0.5954 0.091 Uiso 1 1 calc R U . . .
C29 C 0.8240(4) 1.1401(4) 0.63300(18) 0.0963(11) Uani 1 1 d . . . . .
H29A H 0.7541 1.1897 0.6185 0.144 Uiso 1 1 calc R U . . .
H29B H 0.8892 1.1977 0.6455 0.144 Uiso 1 1 calc R U . . .
H29C H 0.8105 1.0880 0.6692 0.144 Uiso 1 1 calc R U . . .
N1 N 0.30806(17) 0.8674(2) 0.67454(10) 0.0552(5) Uani 1 1 d . U . . .
N2 N 0.62390(15) 0.66553(16) 0.59320(8) 0.0406(4) Uani 1 1 d . . . . .
O1 O 0.54512(19) 0.7798(3) 0.44833(10) 0.0901(7) Uani 1 1 d . . . . .
O2 O 0.73353(15) 0.7214(2) 0.47563(8) 0.0635(5) Uani 1 1 d . . . . .
O3 O 0.82304(16) 0.81214(18) 0.62419(10) 0.0699(5) Uani 1 1 d . . . . .
O4 O 0.75254(16) 0.97109(17) 0.55731(9) 0.0653(5) Uani 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 0.0033 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'
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
C2 C1 C6 120.9(2) . . ?
C2 C1 H1 119.6 . . ?
C6 C1 H1 119.6 . . ?
C3 C2 C1 121.2(2) . . ?
C3 C2 H2 119.4 . . ?
C1 C2 H2 119.4 . . ?
C4 C3 C2 120.8(3) . . ?
C4 C3 H3 119.6 . . ?
C2 C3 H3 119.6 . . ?
C3 C4 C5 121.0(2) . . ?
C3 C4 H4 119.5 . . ?
C5 C4 H4 119.5 . . ?
C4 C5 C6 119.3(2) . . ?
C4 C5 H5 120.3 . . ?
C6 C5 H5 120.3 . . ?
C1 C6 C5 116.7(2) . . ?
C1 C6 C7 120.8(2) . . ?
C5 C6 C7 122.5(2) . . ?
N1 C7 C6 119.1(2) . . ?
N1 C7 C14 115.9(2) . . ?
C6 C7 C14 124.99(19) . . ?
C13 C8 C9 122.7(2) . . ?
C13 C8 N1 112.5(2) . . ?
C9 C8 N1 124.8(2) . . ?
C8 C9 C10 118.1(2) . . ?
C8 C9 H9 120.9 . . ?
C10 C9 H9 120.9 . . ?
C9 C10 C11 119.3(2) . . ?
C9 C10 H10 120.4 . . ?
C11 C10 H10 120.4 . . ?
C12 C11 C10 119.8(2) . . ?
C12 C11 H11 120.1 . . ?
C10 C11 H11 120.1 . . ?
C13 C12 C11 119.0(2) . . ?
C13 C12 H12 120.5 . . ?
C11 C12 H12 120.5 . . ?
C8 C13 C12 121.0(2) . . ?
C8 C13 C14 107.3(2) . . ?
C12 C13 C14 131.7(2) . . ?
C7 C14 C13 98.50(17) . . ?
C7 C14 C17 117.58(18) . . ?
C13 C14 C17 114.77(18) . . ?
C7 C14 C15 112.36(18) . . ?
C13 C14 C15 114.19(18) . . ?
C17 C14 C15 100.24(16) . . ?
C16 C15 C14 103.59(16) . . ?
C16 C15 H15A 111.0 . . ?
C14 C15 H15A 111.0 . . ?
C16 C15 H15B 111.0 . . ?
C14 C15 H15B 111.0 . . ?
H15A C15 H15B 109.0 . . ?
N2 C16 C27 109.09(17) . . ?
N2 C16 C24 108.67(17) . . ?
C27 C16 C24 108.07(16) . . ?
N2 C16 C15 106.87(15) . . ?
C27 C16 C15 112.41(17) . . ?
C24 C16 C15 111.65(17) . . ?
N2 C17 C18 121.41(18) . . ?
N2 C17 C14 115.28(17) . . ?
C18 C17 C14 123.19(16) . . ?
C23 C18 C19 118.51(19) . . ?
C23 C18 C17 120.37(18) . . ?
C19 C18 C17 121.12(19) . . ?
C20 C19 C18 120.6(2) . . ?
C20 C19 H19 119.7 . . ?
C18 C19 H19 119.7 . . ?
C21 C20 C19 119.9(2) . . ?
C21 C20 H20 120.0 . . ?
C19 C20 H20 120.0 . . ?
C20 C21 C22 120.2(2) . . ?
C20 C21 H21 119.9 . . ?
C22 C21 H21 119.9 . . ?
C21 C22 C23 120.2(2) . . ?
C21 C22 H22 119.9 . . ?
C23 C22 H22 119.9 . . ?
C18 C23 C22 120.6(2) . . ?
C18 C23 H23 119.7 . . ?
C22 C23 H23 119.7 . . ?
O1 C24 O2 124.6(2) . . ?
O1 C24 C16 124.1(2) . . ?
O2 C24 C16 111.27(19) . . ?
C26 C25 O2 110.8(3) . . ?
C26 C25 H25A 109.5 . . ?
O2 C25 H25A 109.5 . . ?
C26 C25 H25B 109.5 . . ?
O2 C25 H25B 109.5 . . ?
H25A C25 H25B 108.1 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
O3 C27 O4 125.1(2) . . ?
O3 C27 C16 125.6(2) . . ?
O4 C27 C16 109.36(18) . . ?
O4 C28 C29 111.3(3) . . ?
O4 C28 H28A 109.4 . . ?
C29 C28 H28A 109.4 . . ?
O4 C28 H28B 109.4 . . ?
C29 C28 H28B 109.4 . . ?
H28A C28 H28B 108.0 . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C7 N1 C8 105.56(19) . . ?
C17 N2 C16 109.96(16) . . ?
C24 O2 C25 118.7(2) . . ?
C27 O4 C28 117.6(2) . . ?
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
C1 C2 1.359(4) . ?
C1 C6 1.406(3) . ?
C1 H1 0.9300 . ?
C2 C3 1.348(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.346(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.383(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.431(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.480(3) . ?
C7 N1 1.269(3) . ?
C7 C14 1.525(3) . ?
C8 C13 1.352(3) . ?
C8 C9 1.370(3) . ?
C8 N1 1.461(3) . ?
C9 C10 1.397(4) . ?
C9 H9 0.9300 . ?
C10 C11 1.411(4) . ?
C10 H10 0.9300 . ?
C11 C12 1.400(4) . ?
C11 H11 0.9300 . ?
C12 C13 1.355(3) . ?
C12 H12 0.9300 . ?
C13 C14 1.538(3) . ?
C14 C17 1.545(3) . ?
C14 C15 1.557(3) . ?
C15 C16 1.545(3) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 N2 1.468(2) . ?
C16 C27 1.528(3) . ?
C16 C24 1.535(3) . ?
C17 N2 1.275(2) . ?
C17 C18 1.478(3) . ?
C18 C23 1.380(3) . ?
C18 C19 1.392(3) . ?
C19 C20 1.385(3) . ?
C19 H19 0.9300 . ?
C20 C21 1.370(4) . ?
C20 H20 0.9300 . ?
C21 C22 1.371(4) . ?
C21 H21 0.9300 . ?
C22 C23 1.385(3) . ?
C22 H22 0.9300 . ?
C23 H23 0.9300 . ?
C24 O1 1.191(3) . ?
C24 O2 1.324(3) . ?
C25 C26 1.456(4) . ?
C25 O2 1.457(3) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 O3 1.187(3) . ?
C27 O4 1.332(3) . ?
C28 O4 1.454(3) . ?
C28 C29 1.483(5) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
