#------------------------------------------------------------------------------
#$Date: 2025-04-03 07:32:21 +0200 (Thu 03 de Apr de 2025) $
#$Revision: 298703 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/74/7157482.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_7157482
loop_
_publ_author_name
'Roy, Biswajit'
'Das, Eshani'
'Roy, Avijit'
'Mal, Dipakranjan'
_publ_section_title
;
 Ni(ii)-Catalyzed vinylic C-H functionalization of
 2-acetamido-3-arylacrylates to access isotetronic acids.
;
_journal_issue                   19
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              3697
_journal_page_last               3706
_journal_paper_doi               10.1039/d0ob00557f
_journal_volume                  18
_journal_year                    2020
_chemical_formula_sum            'C10 H7 N O5'
_chemical_formula_weight         221.16
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2018-10-08 deposited with the CCDC.	2020-04-20 downloaded from the CCDC.
;
_cell_angle_alpha                90.00(3)
_cell_angle_beta                 105.62(3)
_cell_angle_gamma                90.00(3)
_cell_formula_units_Z            8
_cell_length_a                   25.689(5)
_cell_length_b                   10.003(2)
_cell_length_c                   7.418(2)
_cell_measurement_reflns_used    450
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.44
_cell_measurement_theta_min      1.646
_cell_volume                     1835.8(8)
_computing_cell_refinement       'SAINT 6.45 ( Bruker, 2003)'
_computing_data_collection       'SMART 5.628 (Bruker, 2003)'
_computing_data_reduction        'SAINT 6.45  (Bruker, 2003)'
_computing_molecular_graphics    'Diamond 2.1e'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    SIR-97
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Bruker SMART APEX'
_diffrn_measurement_method       /w-scans
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0859
_diffrn_reflns_av_unetI/netI     0.0609
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            11385
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        25.500
_diffrn_reflns_theta_max         26.440
_diffrn_reflns_theta_min         1.646
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.131
_exptl_absorpt_correction_T_max  0.992
_exptl_absorpt_correction_T_min  0.989
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.600
_exptl_crystal_description       needle
_exptl_crystal_F_000             912
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.266
_refine_diff_density_min         -0.315
_refine_diff_density_rms         0.111
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     149
_refine_ls_number_reflns         1880
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.019
_refine_ls_R_factor_all          0.0910
_refine_ls_R_factor_gt           0.0536
_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)+(0.0722P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1228
_refine_ls_wR_factor_ref         0.1473
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1152
_reflns_number_total             1880
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0ob00557f2.cif
_cod_data_source_block           9q
_cod_depositor_comments
;
Adding full bibliography for 7157480--7157483.cif.

2025-03-31
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C80 H56 N8 O40'
_cod_original_formula_weight         1769.32
_cod_original_formula_units_Z            1
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7157482
_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+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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
O3 O 0.62508(6) 0.01220(15) 0.3700(2) 0.0549(5) Uani 1 1 d . . . . .
O4 O 0.52540(6) 0.21708(18) 0.4799(3) 0.0577(5) Uani 1 1 d . . . . .
O5 O 0.55212(7) -0.06482(16) 0.4444(3) 0.0647(6) Uani 1 1 d . . . . .
N1 N 0.72433(8) 0.6177(2) 0.3221(3) 0.0539(6) Uani 1 1 d . . . . .
O2 O 0.72775(8) 0.73532(19) 0.2816(3) 0.0753(6) Uani 1 1 d . . . . .
O1 O 0.76073(7) 0.5382(2) 0.3357(3) 0.0867(7) Uani 1 1 d . . . . .
C5 C 0.61784(8) 0.3852(2) 0.3866(3) 0.0384(5) Uani 1 1 d . . . . .
C7 C 0.60922(8) 0.2415(2) 0.3934(3) 0.0399(6) Uani 1 1 d . . . . .
C6 C 0.66593(8) 0.4341(2) 0.3606(3) 0.0423(5) Uani 1 1 d . . . . .
H6 H 0.6929 0.3754 0.3483 0.051 Uiso 1 1 calc R U . . .
C9 C 0.56924(9) 0.1719(2) 0.4336(3) 0.0426(6) Uani 1 1 d . . . . .
C10 C 0.57904(9) 0.0293(2) 0.4193(3) 0.0466(6) Uani 1 1 d . . . . .
C1 C 0.67338(9) 0.5704(2) 0.3531(3) 0.0436(6) Uani 1 1 d . . . . .
C4 C 0.57830(9) 0.4773(2) 0.4026(3) 0.0464(6) Uani 1 1 d . . . . .
H4 H 0.5458 0.4464 0.4195 0.056 Uiso 1 1 calc R U . . .
C2 C 0.63495(10) 0.6611(2) 0.3685(3) 0.0496(6) Uani 1 1 d . . . . .
H2 H 0.6409 0.7525 0.3623 0.060 Uiso 1 1 calc R U . . .
C3 C 0.58679(10) 0.6125(2) 0.3938(3) 0.0524(6) Uani 1 1 d . . . . .
H3 H 0.5600 0.6720 0.4049 0.063 Uiso 1 1 calc R U . . .
C8 C 0.64816(9) 0.1424(2) 0.3525(4) 0.0500(6) Uani 1 1 d . . . . .
H8A H 0.6520 0.1551 0.2271 0.060 Uiso 1 1 calc R U . . .
H8B H 0.6834 0.1515 0.4413 0.060 Uiso 1 1 calc R U . . .
H4A H 0.5053(13) 0.142(3) 0.499(4) 0.108(12) Uiso 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
C10 O3 C8 108.79(17) . . ?
C9 O4 H4A 108(2) . . ?
O1 N1 O2 123.2(2) . . ?
O1 N1 C1 118.5(2) . . ?
O2 N1 C1 118.3(2) . . ?
C6 C5 C4 118.3(2) . . ?
C6 C5 C7 120.04(19) . . ?
C4 C5 C7 121.68(19) . . ?
C9 C7 C5 130.81(19) . . ?
C9 C7 C8 107.17(19) . . ?
C5 C7 C8 122.02(18) . . ?
C1 C6 C5 119.4(2) . . ?
C1 C6 H6 120.3 . . ?
C5 C6 H6 120.3 . . ?
C7 C9 O4 128.9(2) . . ?
C7 C9 C10 109.6(2) . . ?
O4 C9 C10 121.5(2) . . ?
O5 C10 O3 121.7(2) . . ?
O5 C10 C9 129.2(2) . . ?
O3 C10 C9 109.1(2) . . ?
C2 C1 C6 122.7(2) . . ?
C2 C1 N1 119.6(2) . . ?
C6 C1 N1 117.6(2) . . ?
C3 C4 C5 121.0(2) . . ?
C3 C4 H4 119.5 . . ?
C5 C4 H4 119.5 . . ?
C1 C2 C3 118.0(2) . . ?
C1 C2 H2 121.0 . . ?
C3 C2 H2 121.0 . . ?
C4 C3 C2 120.6(2) . . ?
C4 C3 H3 119.7 . . ?
C2 C3 H3 119.7 . . ?
O3 C8 C7 105.35(17) . . ?
O3 C8 H8A 110.7 . . ?
C7 C8 H8A 110.7 . . ?
O3 C8 H8B 110.7 . . ?
C7 C8 H8B 110.7 . . ?
H8A C8 H8B 108.8 . . ?
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
O3 C10 1.339(3) . ?
O3 C8 1.451(3) . ?
O4 C9 1.342(3) . ?
O4 H4A 0.94(3) . ?
O5 C10 1.212(3) . ?
N1 O1 1.211(3) . ?
N1 O2 1.223(3) . ?
N1 C1 1.467(3) . ?
C5 C6 1.389(3) . ?
C5 C4 1.399(3) . ?
C5 C7 1.458(3) . ?
C7 C9 1.339(3) . ?
C7 C8 1.496(3) . ?
C6 C1 1.381(3) . ?
C6 H6 0.9300 . ?
C9 C10 1.457(3) . ?
C1 C2 1.367(3) . ?
C4 C3 1.375(3) . ?
C4 H4 0.9300 . ?
C2 C3 1.388(4) . ?
C2 H2 0.9300 . ?
C3 H3 0.9300 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
