#------------------------------------------------------------------------------
#$Date: 2023-04-04 12:37:24 +0300 (Tue, 04 Apr 2023) $
#$Revision: 282257 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/13/7131315.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_7131315
loop_
_publ_author_name
'Song, Yimei'
'Wu, Chaofei'
'Zhang, Jinhai'
'Zhang, Wenhai'
'Qin, Xin'
'Yang, Yixiao'
'Kang, Guowei'
'Jiang, Jun'
'Liu, Hongxin'
_publ_section_title
;
 Switchable multipath cascade cyclization to synthesize bicyclic lactams
 and succinimides via chemodivergent reaction.
;
_journal_issue                   22
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              3313
_journal_page_last               3316
_journal_paper_doi               10.1039/d2cc06841a
_journal_volume                  59
_journal_year                    2023
_chemical_formula_sum            'C25 H34 N2 O5'
_chemical_formula_weight         442.54
_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   mixed
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2022-11-27 deposited with the CCDC.	2023-02-20 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 110.157(7)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.986(6)
_cell_length_b                   12.559(6)
_cell_length_c                   14.699(7)
_cell_measurement_reflns_used    5693
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.215
_cell_measurement_theta_min      2.192
_cell_volume                     2423.7(19)
_computing_cell_refinement       'SAINT (Bruker, 2014)'
_computing_data_collection       'Bruker APEX2 (Bruker, 2014)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_molecular_graphics
;
SHELXTL (Sheldrick, 2018) and DIAMOND (Brandenburg, 2015)
;
_computing_publication_material
;
SHELXTL (Sheldrick, 2018) and and PLATON (Spek, 2009)
;
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXL-2018/3 (Sheldrick, 2018)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'Bruker APEX II CCD area detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0703
_diffrn_reflns_av_unetI/netI     0.0517
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            15406
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.458
_diffrn_reflns_theta_min         1.734
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.084
_exptl_absorpt_correction_T_max  0.987
_exptl_absorpt_correction_T_min  0.984
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.213
_exptl_crystal_description       block
_exptl_crystal_F_000             952
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.150
_refine_diff_density_max         0.472
_refine_diff_density_min         -0.546
_refine_diff_density_rms         0.066
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     306
_refine_ls_number_reflns         5477
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0938
_refine_ls_R_factor_gt           0.0724
_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)+(0.1736P)²+0.0876P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2167
_refine_ls_wR_factor_ref         0.2478
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3889
_reflns_number_total             5477
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2cc06841a2.cif
_cod_data_source_block           mo_20221125B_0m
_cod_depositor_comments
'Adding full bibliography for 7131313--7131315.cif.'
_cod_original_cell_volume        2423.6(19)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7131315
_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.
;
_shelx_estimated_absorpt_t_min   0.983
_shelx_estimated_absorpt_t_max   0.987
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 0.5319(3) 0.8475(3) 0.1036(3) 0.0917(10) Uani 1 1 d . . . . .
H1A H 0.491865 0.797373 0.056535 0.137 Uiso 1 1 calc R U . . .
H1B H 0.602849 0.830778 0.120001 0.137 Uiso 1 1 calc R U . . .
H1C H 0.519273 0.918090 0.077216 0.137 Uiso 1 1 calc R U . . .
C2 C 0.50299(19) 0.84136(19) 0.19423(19) 0.0608(6) Uani 1 1 d . . . . .
C3 C 0.56641(19) 0.8817(2) 0.2823(2) 0.0707(7) Uani 1 1 d . . . . .
H3 H 0.627711 0.912816 0.285140 0.085 Uiso 1 1 calc R U . . .
C4 C 0.54213(18) 0.8776(2) 0.36703(19) 0.0637(6) Uani 1 1 d . . . . .
C5 C 0.6131(3) 0.9212(3) 0.4626(3) 0.0996(11) Uani 1 1 d . . . . .
H5A H 0.597207 0.994700 0.468546 0.149 Uiso 1 1 calc R U . . .
H5B H 0.682293 0.915373 0.464744 0.149 Uiso 1 1 calc R U . . .
H5C H 0.604787 0.881282 0.515054 0.149 Uiso 1 1 calc R U . . .
C6 C 0.44982(16) 0.83145(17) 0.36157(15) 0.0510(5) Uani 1 1 d . . . . .
H6 H 0.431641 0.827879 0.416686 0.061 Uiso 1 1 calc R U . . .
C7 C 0.38471(15) 0.79072(14) 0.27445(14) 0.0430(4) Uani 1 1 d . . . . .
C8 C 0.41096(17) 0.79482(16) 0.19081(15) 0.0501(5) Uani 1 1 d . . . . .
H8 H 0.367190 0.766584 0.132947 0.060 Uiso 1 1 calc R U . . .
C9 C 0.27660(14) 0.68672(14) 0.35426(12) 0.0380(4) Uani 1 1 d . . . . .
H9 H 0.279898 0.737692 0.405740 0.046 Uiso 1 1 calc R U . . .
C10 C 0.35748(15) 0.59980(16) 0.39501(13) 0.0427(4) Uani 1 1 d . . . . .
H10A H 0.335687 0.534882 0.357874 0.051 Uiso 1 1 calc R U . . .
H10B H 0.421086 0.622264 0.388320 0.051 Uiso 1 1 calc R U . . .
C11 C 0.37477(13) 0.57745(14) 0.50190(12) 0.0393(4) Uani 1 1 d . . . . .
C12 C 0.3856(2) 0.4418(2) 0.62578(16) 0.0631(6) Uani 1 1 d . . . . .
H12A H 0.432728 0.490317 0.670629 0.076 Uiso 1 1 calc R U . . .
H12B H 0.416633 0.371672 0.636002 0.076 Uiso 1 1 calc R U . . .
C13 C 0.2903(4) 0.4375(4) 0.6489(3) 0.1177(14) Uani 1 1 d . . . . .
H13A H 0.308032 0.426717 0.718099 0.141 Uiso 0.795(9) 1 calc R U P A 1
H13B H 0.256184 0.505808 0.633083 0.141 Uiso 0.795(9) 1 calc R U P A 1
C14 C 0.2213(4) 0.3569(5) 0.5998(4) 0.121(2) Uani 0.795(9) 1 d . . P A 1
H14A H 0.194799 0.372837 0.531789 0.182 Uiso 0.795(9) 1 calc R U P A 1
H14B H 0.166268 0.353532 0.624678 0.182 Uiso 0.795(9) 1 calc R U P A 1
H14C H 0.255957 0.289644 0.609618 0.182 Uiso 0.795(9) 1 calc R U P A 1
C15 C 0.16687(14) 0.64328(13) 0.31011(13) 0.0406(4) Uani 1 1 d . . . . .
C16 C 0.12061(17) 0.61096(19) 0.38613(17) 0.0556(5) Uani 1 1 d . . . . .
H16A H 0.050760 0.590784 0.354534 0.083 Uiso 1 1 calc R U . . .
H16B H 0.124068 0.669929 0.428714 0.083 Uiso 1 1 calc R U . . .
H16C H 0.157912 0.551860 0.422964 0.083 Uiso 1 1 calc R U . . .
C17 C 0.11278(14) 0.73553(14) 0.24035(12) 0.0387(4) Uani 1 1 d . . . . .
C18 C 0.19787(15) 0.76934(14) 0.20137(13) 0.0398(4) Uani 1 1 d . . . . .
C19 C 0.08490(14) 0.83034(14) 0.29241(12) 0.0398(4) Uani 1 1 d . . . . .
C20 C -0.00620(17) 0.82721(18) 0.31231(15) 0.0533(5) Uani 1 1 d . . . . .
H20 H -0.049034 0.768508 0.293408 0.064 Uiso 1 1 calc R U . . .
C21 C -0.0328(2) 0.9116(2) 0.36025(18) 0.0669(7) Uani 1 1 d . . . . .
H21 H -0.092415 0.907946 0.374689 0.080 Uiso 1 1 calc R U . . .
C22 C 0.0285(2) 1.0008(2) 0.38660(17) 0.0703(7) Uani 1 1 d . . . . .
H22 H 0.009550 1.057429 0.417449 0.084 Uiso 1 1 calc R U . . .
C23 C 0.1179(2) 1.00525(18) 0.36687(16) 0.0623(6) Uani 1 1 d . . . . .
H23 H 0.159436 1.065015 0.384911 0.075 Uiso 1 1 calc R U . . .
C24 C 0.14674(16) 0.92077(15) 0.31998(14) 0.0482(5) Uani 1 1 d . . . . .
H24 H 0.207227 0.924648 0.307058 0.058 Uiso 1 1 calc R U . . .
C25 C 0.7531(7) 0.6509(5) 0.1082(6) 0.180(3) Uani 1 1 d . . . . .
H25A H 0.805986 0.605973 0.149225 0.271 Uiso 1 1 d R U . . .
H25B H 0.759326 0.655493 0.045345 0.271 Uiso 1 1 d R U . . .
H25C H 0.687856 0.621323 0.102205 0.271 Uiso 1 1 d R U . . .
N1 N 0.28934(12) 0.74472(12) 0.27053(10) 0.0401(4) Uani 1 1 d . . . . .
N2 N 0.37118(13) 0.47609(13) 0.52610(11) 0.0457(4) Uani 1 1 d . . . . .
H2 H 0.359930 0.428390 0.481647 0.055 Uiso 1 1 calc R U . . .
O1 O 0.18474(12) 0.81376(12) 0.12361(9) 0.0536(4) Uani 1 1 d . . . . .
O2 O 0.39151(13) 0.65091(11) 0.56151(10) 0.0606(4) Uani 1 1 d . . . . .
O3 O 0.17143(12) 0.55392(10) 0.25069(11) 0.0534(4) Uani 1 1 d . . . . .
H3A H 0.114083 0.540460 0.213022 0.080 Uiso 1 1 calc R U . . .
O4 O 0.02708(11) 0.69343(11) 0.16675(10) 0.0488(4) Uani 1 1 d . . . . .
H4 H -0.007030 0.742294 0.134562 0.073 Uiso 1 1 calc R U . . .
O5 O 0.7637(3) 0.7496(5) 0.1515(3) 0.1784(17) Uani 1 1 d . . . . .
H5 H 0.803478 0.785149 0.134135 0.268 Uiso 1 1 d R U . . .
C14A C 0.2620(13) 0.3728(15) 0.7146(13) 0.093(6) Uani 0.205(9) 1 d . . P A 2
H14D H 0.235381 0.306354 0.683998 0.139 Uiso 0.205(9) 1 calc R U P A 2
H14E H 0.210916 0.408626 0.733085 0.139 Uiso 0.205(9) 1 calc R U P A 2
H14F H 0.320689 0.359572 0.771141 0.139 Uiso 0.205(9) 1 calc R U P A 2
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
C3 C2 C8 118.1(2) . . ?
C3 C2 C1 121.4(2) . . ?
C8 C2 C1 120.6(3) . . ?
C2 C3 C4 122.9(2) . . ?
C6 C4 C3 117.9(2) . . ?
C6 C4 C5 120.1(3) . . ?
C3 C4 C5 121.9(3) . . ?
C7 C6 C4 120.5(2) . . ?
C6 C7 C8 120.62(19) . . ?
C6 C7 N1 119.35(17) . . ?
C8 C7 N1 120.03(18) . . ?
C2 C8 C7 120.0(2) . . ?
N1 C9 C10 112.76(14) . . ?
N1 C9 C15 102.09(13) . . ?
C10 C9 C15 113.82(15) . . ?
C11 C10 C9 111.40(14) . . ?
O2 C11 N2 122.72(17) . . ?
O2 C11 C10 120.94(17) . . ?
N2 C11 C10 116.33(15) . . ?
N2 C12 C13 114.3(2) . . ?
C14 C13 C12 114.7(4) . . ?
C14A C13 C12 131.2(8) . . ?
O3 C15 C16 110.86(16) . . ?
O3 C15 C9 106.58(15) . . ?
C16 C15 C9 113.36(16) . . ?
O3 C15 C17 107.09(14) . . ?
C16 C15 C17 116.54(16) . . ?
C9 C15 C17 101.56(14) . . ?
O4 C17 C19 112.19(15) . . ?
O4 C17 C18 112.16(15) . . ?
C19 C17 C18 109.34(14) . . ?
O4 C17 C15 108.48(14) . . ?
C19 C17 C15 113.41(14) . . ?
C18 C17 C15 100.75(15) . . ?
O1 C18 N1 126.62(18) . . ?
O1 C18 C17 125.60(17) . . ?
N1 C18 C17 107.73(15) . . ?
C24 C19 C20 118.51(18) . . ?
C24 C19 C17 122.36(17) . . ?
C20 C19 C17 119.12(17) . . ?
C21 C20 C19 120.3(2) . . ?
C22 C21 C20 120.7(2) . . ?
C23 C22 C21 119.6(2) . . ?
C22 C23 C24 120.6(2) . . ?
C23 C24 C19 120.3(2) . . ?
C18 N1 C7 123.84(15) . . ?
C18 N1 C9 112.12(15) . . ?
C7 N1 C9 122.43(15) . . ?
C11 N2 C12 122.84(17) . . ?
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 1.521(3) . ?
C2 C3 1.388(4) . ?
C2 C8 1.399(3) . ?
C3 C4 1.400(4) . ?
C4 C6 1.392(3) . ?
C4 C5 1.516(4) . ?
C6 C7 1.388(3) . ?
C7 C8 1.400(3) . ?
C7 N1 1.436(3) . ?
C9 N1 1.493(2) . ?
C9 C10 1.537(3) . ?
C9 C15 1.545(3) . ?
C10 C11 1.531(2) . ?
C11 O2 1.238(2) . ?
C11 N2 1.327(2) . ?
C12 N2 1.473(3) . ?
C12 C13 1.486(5) . ?
C13 C14 1.412(7) . ?
C13 C14A 1.418(14) . ?
C15 O3 1.437(2) . ?
C15 C16 1.527(3) . ?
C15 C17 1.559(2) . ?
C17 O4 1.412(2) . ?
C17 C19 1.537(3) . ?
C17 C18 1.548(3) . ?
C18 O1 1.227(2) . ?
C18 N1 1.367(3) . ?
C19 C24 1.400(3) . ?
C19 C20 1.403(3) . ?
C20 C21 1.392(3) . ?
C21 C22 1.382(4) . ?
C22 C23 1.379(4) . ?
C23 C24 1.398(3) . ?
C25 O5 1.378(7) . ?
