#------------------------------------------------------------------------------
#$Date: 2023-11-05 00:55:43 +0200 (Sun, 05 Nov 2023) $
#$Revision: 287257 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/23/7132301.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_7132301
loop_
_publ_author_name
'Nan, Jiang'
'Liang, Lu'
_publ_section_title
;
 Rhodium-catalyzed divergent dehydroxylation/alkenylation of
 hydroxyisoindolinones with vinylene carbonate
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/D3CC03760F
_journal_year                    2023
_chemical_formula_sum            'C17 H13 N O2'
_chemical_formula_weight         263.28
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2023-08-02 deposited with the CCDC.	2023-11-02 downloaded from the CCDC.
;
_cell_angle_alpha                95.635(6)
_cell_angle_beta                 103.483(6)
_cell_angle_gamma                110.434(5)
_cell_formula_units_Z            2
_cell_length_a                   7.5438(13)
_cell_length_b                   9.2653(16)
_cell_length_c                   10.844(2)
_cell_measurement_reflns_used    8130
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      55.090
_cell_measurement_theta_min      5.523
_cell_volume                     677.1(2)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      273(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  Bruker
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0675
_diffrn_reflns_av_unetI/netI     0.0410
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            24188
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_min         2.393
_exptl_absorpt_coefficient_mu    0.085
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.291
_exptl_crystal_description       block
_exptl_crystal_F_000             276
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.509
_refine_diff_density_min         -0.475
_refine_diff_density_rms         0.114
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.112
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     182
_refine_ls_number_reflns         2654
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.112
_refine_ls_R_factor_all          0.1397
_refine_ls_R_factor_gt           0.1189
_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)+(0.1561P)²+3.9949P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3796
_refine_ls_wR_factor_ref         0.3955
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2024
_reflns_number_total             2654
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3cc03760f2.cif
_cod_data_source_block           1
_cod_original_cell_volume        677.2(2)
_cod_database_code               7132301
_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.
;
loop_
_space_group_symop_operation_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_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
O1 O 0.5930(7) 0.2429(6) 0.1631(5) 0.0504(13) Uani 1 1 d . . . . .
C4 C 0.7532(9) 0.0857(6) 0.2778(6) 0.0329(13) Uani 1 1 d . . . . .
N1 N 0.8822(7) 0.3721(5) 0.3383(5) 0.0328(11) Uani 1 1 d . . . . .
H1 H 0.8404 0.3810 0.4049 0.039 Uiso 1 1 calc R U . . .
C16 C 1.0470(9) 0.4813(7) 0.3243(6) 0.0346(13) Uani 1 1 d . . . . .
C9 C 0.7823(9) 0.2391(7) 0.2315(6) 0.0341(13) Uani 1 1 d . . . . .
C2 C 0.5630(10) -0.1174(8) 0.3681(7) 0.0444(16) Uani 1 1 d . . . . .
H2 H 0.4514 -0.1632 0.3952 0.053 Uiso 1 1 calc R U . . .
C3 C 0.5857(8) 0.0167(7) 0.3161(6) 0.0360(14) Uani 1 1 d . . . . .
C1 C 0.7022(10) -0.1845(7) 0.3809(6) 0.0403(15) Uani 1 1 d . . . . .
C6 C 0.8681(11) -0.1135(8) 0.3421(7) 0.0456(16) Uani 1 1 d . . . . .
H6 H 0.9636 -0.1566 0.3507 0.055 Uiso 1 1 calc R U . . .
C10 C 0.9105(10) 0.2792(7) 0.1434(6) 0.0408(15) Uani 1 1 d . . . . .
C5 C 0.8948(10) 0.0202(7) 0.2909(6) 0.0394(14) Uani 1 1 d . . . . .
H5 H 1.0075 0.0666 0.2650 0.047 Uiso 1 1 calc R U . . .
C7 C 0.4380(10) 0.0846(8) 0.2960(8) 0.0482(17) Uani 1 1 d . . . . .
H7 H 0.3384 0.0554 0.3363 0.058 Uiso 1 1 calc R U . . .
C14 C 1.2057(11) 0.4889(9) 0.1352(7) 0.0483(17) Uani 1 1 d . . . . .
H14 H 1.3087 0.5857 0.1717 0.058 Uiso 1 1 calc R U . . .
C15 C 1.0661(9) 0.4232(7) 0.1974(6) 0.0372(14) Uani 1 1 d . . . . .
C8 C 0.4451(10) 0.1883(8) 0.2200(8) 0.0505(18) Uani 1 1 d . . . . .
H8 H 0.3444 0.2260 0.2044 0.061 Uiso 1 1 calc R U . . .
C11 C 0.8933(13) 0.1978(9) 0.0244(7) 0.055(2) Uani 1 1 d . . . . .
H11 H 0.7907 0.1010 -0.0127 0.066 Uiso 1 1 calc R U . . .
C13 C 1.1873(14) 0.4056(11) 0.0162(8) 0.063(2) Uani 1 1 d . . . . .
H13 H 1.2806 0.4458 -0.0274 0.076 Uiso 1 1 calc R U . . .
C12 C 1.0326(16) 0.2643(11) -0.0374(8) 0.070(3) Uani 1 1 d . . . . .
H12 H 1.0215 0.2118 -0.1181 0.084 Uiso 1 1 calc R U . . .
C17 C 0.6740(13) -0.3317(9) 0.4373(9) 0.062(2) Uani 1 1 d . . . . .
H17A H 0.7066 -0.4036 0.3858 0.093 Uiso 1 1 calc R U . . .
H17B H 0.5389 -0.3803 0.4374 0.093 Uiso 1 1 calc R U . . .
H17C H 0.7587 -0.3044 0.5243 0.093 Uiso 1 1 calc R U . . .
O2 O 1.1566(7) 0.6020(5) 0.4020(5) 0.0477(12) 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
C8 O1 C9 115.3(5) . . ?
C3 C4 C5 120.0(5) . . ?
C3 C4 C9 117.8(5) . . ?
C5 C4 C9 122.0(5) . . ?
C16 N1 C9 114.1(5) . . ?
O2 C16 N1 126.0(5) . . ?
O2 C16 C15 127.8(6) . . ?
N1 C16 C15 106.2(5) . . ?
N1 C9 O1 108.9(5) . . ?
N1 C9 C10 102.1(5) . . ?
O1 C9 C10 106.1(5) . . ?
N1 C9 C4 111.2(5) . . ?
O1 C9 C4 110.9(5) . . ?
C10 C9 C4 116.9(5) . . ?
C1 C2 C3 121.7(6) . . ?
C4 C3 C2 118.9(6) . . ?
C4 C3 C7 118.3(6) . . ?
C2 C3 C7 122.7(6) . . ?
C6 C1 C2 118.3(6) . . ?
C6 C1 C17 120.8(6) . . ?
C2 C1 C17 120.9(6) . . ?
C5 C6 C1 121.1(6) . . ?
C11 C10 C15 120.0(6) . . ?
C11 C10 C9 130.3(6) . . ?
C15 C10 C9 109.7(5) . . ?
C6 C5 C4 119.9(6) . . ?
C8 C7 C3 119.7(6) . . ?
C15 C14 C13 117.7(7) . . ?
C14 C15 C10 121.7(6) . . ?
C14 C15 C16 130.5(6) . . ?
C10 C15 C16 107.9(5) . . ?
C7 C8 O1 123.3(6) . . ?
C12 C11 C10 118.0(7) . . ?
C12 C13 C14 120.4(7) . . ?
C13 C12 C11 122.2(7) . . ?
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
O1 C8 1.368(9) . ?
O1 C9 1.462(7) . ?
C4 C3 1.382(8) . ?
C4 C5 1.388(8) . ?
C4 C9 1.515(8) . ?
N1 C16 1.354(7) . ?
N1 C9 1.447(7) . ?
C16 O2 1.220(7) . ?
C16 C15 1.485(8) . ?
C9 C10 1.495(9) . ?
C2 C1 1.384(9) . ?
C2 C3 1.388(9) . ?
C3 C7 1.445(9) . ?
C1 C6 1.379(10) . ?
C1 C17 1.517(9) . ?
C6 C5 1.378(9) . ?
C10 C11 1.383(9) . ?
C10 C15 1.391(9) . ?
C7 C8 1.321(10) . ?
C14 C15 1.378(9) . ?
C14 C13 1.387(11) . ?
C11 C12 1.374(12) . ?
C13 C12 1.372(13) . ?
