#------------------------------------------------------------------------------
#$Date: 2025-04-03 08:32:21 +0300 (Thu, 03 Apr 2025) $
#$Revision: 298703 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/78/7127819.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_7127819
loop_
_publ_author_name
'D, Basavaraja'
'M S, Ajay Krishna'
'Krishnan, Jagadeesh'
'C S, Athira'
'R R, Amrutha'
'Suresh, Eringathodi'
'Somappa, Sasidhar B.'
_publ_section_title
;
 Base-enabled access to diastereoselective spirofuran oxindoles and
 γ-functionalized allenoates.
;
_journal_issue                   14
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              1746
_journal_page_last               1749
_journal_paper_doi               10.1039/d0cc07715a
_journal_volume                  57
_journal_year                    2021
_chemical_formula_sum            'C16 H16 Cl N O4'
_chemical_formula_weight         321.74
_chemical_name_common            ORGANIC
_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   difmap
_audit_update_record
;
2020-01-23 deposited with the CCDC.	2021-01-12 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 94.7080(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.1365(3)
_cell_length_b                   7.2858(2)
_cell_length_c                   19.8596(5)
_cell_measurement_reflns_used    9981
_cell_measurement_temperature    177.(2)
_cell_measurement_theta_max      30.6475
_cell_measurement_theta_min      2.1762
_cell_volume                     1605.94(7)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      177.(2)
_diffrn_detector_area_resol_mean 7.3910
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker D8 QUEST'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0444
_diffrn_reflns_av_unetI/netI     0.0282
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            48722
_diffrn_reflns_theta_full        33.16
_diffrn_reflns_theta_max         33.16
_diffrn_reflns_theta_min         2.18
_diffrn_source_type              'MICRO FOCUS TUBE'
_exptl_absorpt_coefficient_mu    0.254
_exptl_absorpt_correction_T_max  0.9760
_exptl_absorpt_correction_T_min  0.9440
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'BRUKER SADABS'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.331
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       BLOCKS
_exptl_crystal_F_000             672
_exptl_crystal_size_max          0.227
_exptl_crystal_size_mid          0.207
_exptl_crystal_size_min          0.096
_refine_diff_density_max         0.345
_refine_diff_density_min         -0.283
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     263
_refine_ls_number_reflns         6124
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.056
_refine_ls_R_factor_all          0.0769
_refine_ls_R_factor_gt           0.0462
_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)+(0.0597P)²+0.4124P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1172
_refine_ls_wR_factor_ref         0.1404
_reflns_number_gt                4319
_reflns_number_total             6124
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0cc07715a2.cif
_cod_data_source_block           BRJ209
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'MULTI SCAN' was
changed to 'multi-scan' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 

 Adding full bibliography for 7127818--7127819.cif.

2025-03-31
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C32 H32 Cl2 N2 O8'
_cod_original_formula_weight         643.49
_cod_original_formula_units_Z            2
_cod_database_code               7127819
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_type_symbol
_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_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 0.33488(12) 0.31173(18) 0.66728(6) 0.0329(3) Uani d . . . 1 . .
H H1 0.3908(15) 0.331(2) 0.6343(8) 0.039(4) Uiso d . . . 1 . .
O O1 -0.08031(8) 0.36671(14) 0.56738(5) 0.0360(2) Uani d . . . 1 . .
Cl Cl1 0.52911(4) 0.27160(7) 0.75703(2) 0.06377(16) Uani d . . . 1 . .
O O2 0.16714(8) 0.52763(12) 0.56084(4) 0.02880(18) Uani d . . . 1 . .
H H2C 0.1306(16) 0.538(3) 0.5219(9) 0.049(5) Uiso d . . . 1 . .
C C2 0.37463(14) 0.27670(18) 0.73452(7) 0.0389(3) Uani d . . . 1 . .
C C3 0.29616(16) 0.24689(18) 0.78336(7) 0.0408(3) Uani d . . . 1 . .
H H3 0.3294(16) 0.222(2) 0.8280(9) 0.040(4) Uiso d . . . 1 . .
O O3 0.44537(14) 0.2990(2) 0.37333(7) 0.0726(4) Uani d . . . 1 . .
O O4 0.44984(9) 0.24952(14) 0.48463(6) 0.0428(2) Uani d . . . 1 . .
C C4 0.17225(15) 0.25210(18) 0.76745(6) 0.0378(3) Uani d . . . 1 . .
H H4 0.1183(17) 0.233(2) 0.8005(9) 0.040(5) Uiso d . . . 1 . .
N N005 0.01293(10) 0.30264(16) 0.67201(5) 0.0329(2) Uani d . . . 1 . .
C C5 0.13233(12) 0.28802(16) 0.70082(6) 0.0300(2) Uani d . . . 1 . .
C C6 0.21238(11) 0.31728(16) 0.65181(5) 0.0269(2) Uani d . . . 1 . .
C C7 0.01041(11) 0.34190(16) 0.60519(6) 0.0277(2) Uani d . . . 1 . .
C C9 0.16210(10) 0.19718(16) 0.53499(6) 0.0260(2) Uani d . . . 1 . .
C C8 0.14175(10) 0.35139(15) 0.58483(5) 0.0243(2) Uani d . . . 1 . .
C C10 0.20778(12) 0.23579(17) 0.47876(6) 0.0310(2) Uani d . . . 1 . .
C C11 0.26111(15) 0.2742(2) 0.42432(7) 0.0394(3) Uani d . . . 1 . .
H H11 0.2156(19) 0.304(3) 0.3811(11) 0.063(6) Uiso d . . . 1 . .
C C12 0.39357(16) 0.2755(2) 0.42363(8) 0.0431(3) Uani d . . . 1 . .
C C13 0.58066(16) 0.2414(3) 0.48883(12) 0.0592(5) Uani d . . . 1 . .
H H13A 0.602(2) 0.137(4) 0.4555(13) 0.085(7) Uiso d . . . 1 . .
H H13B 0.607(2) 0.351(3) 0.4667(11) 0.070(6) Uiso d . . . 1 . .
C C14 0.62268(16) 0.2251(3) 0.56142(13) 0.0606(5) Uani d . . . 1 . .
H H14C 0.702(3) 0.222(3) 0.5660(13) 0.082(8) Uiso d . . . 1 . .
H H14B 0.5885(18) 0.113(3) 0.5841(10) 0.058(5) Uiso d . . . 1 . .
H H14A 0.6011(19) 0.329(3) 0.5884(11) 0.065(6) Uiso d . . . 1 . .
C C15 -0.09469(17) 0.2839(3) 0.70830(9) 0.0483(4) Uani d . . . 1 . .
H H15B -0.094(2) 0.171(4) 0.7251(14) 0.097(9) Uiso d . . . 1 . .
H H15A -0.166(3) 0.309(4) 0.6788(14) 0.103(9) Uiso d . . . 1 . .
H H15C -0.087(2) 0.364(3) 0.7458(13) 0.082(7) Uiso d . . . 1 . .
C C16 0.13298(14) 0.00459(19) 0.55602(7) 0.0366(3) Uani d . . . 1 . .
H H16C 0.1423(16) -0.084(3) 0.5192(9) 0.053(5) Uiso d . . . 1 . .
H H16A 0.1890(17) -0.030(3) 0.5955(10) 0.059(5) Uiso d . . . 1 . .
H H16B 0.0529(16) -0.004(3) 0.5687(9) 0.048(5) Uiso d . . . 1 . .
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'
Cl Cl 0.1484 0.1585 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C6 C1 C2 . . 116.79(13) ?
C6 C1 H1 . . 122.4(10) ?
C2 C1 H1 . . 120.8(10) ?
C8 O2 H2C . . 107.1(13) ?
C3 C2 C1 . . 122.26(14) ?
C3 C2 Cl1 . . 119.14(10) ?
C1 C2 Cl1 . . 118.59(13) ?
C2 C3 C4 . . 120.77(12) ?
C2 C3 H3 . . 117.8(11) ?
C4 C3 H3 . . 121.4(11) ?
C12 O4 C13 . . 116.92(14) ?
C5 C4 C3 . . 117.17(14) ?
C5 C4 H4 . . 121.6(11) ?
C3 C4 H4 . . 121.2(11) ?
C7 N005 C5 . . 110.91(10) ?
C7 N005 C15 . . 123.58(12) ?
C5 N005 C15 . . 125.49(12) ?
C4 C5 C6 . . 121.60(13) ?
C4 C5 N005 . . 128.36(13) ?
C6 C5 N005 . . 110.03(10) ?
C1 C6 C5 . . 121.40(11) ?
C1 C6 C8 . . 129.65(11) ?
C5 C6 C8 . . 108.95(10) ?
O1 C7 N005 . . 125.63(11) ?
O1 C7 C8 . . 125.68(10) ?
N005 C7 C8 . . 108.69(10) ?
C10 C9 C16 . . 123.35(11) ?
C10 C9 C8 . . 119.27(11) ?
C16 C9 C8 . . 117.31(10) ?
O2 C8 C6 . . 110.13(9) ?
O2 C8 C9 . . 114.06(9) ?
C6 C8 C9 . . 110.85(9) ?
O2 C8 C7 . . 110.44(9) ?
C6 C8 C7 . . 101.39(9) ?
C9 C8 C7 . . 109.25(9) ?
C9 C10 C11 . . 176.08(14) ?
C10 C11 C12 . . 122.12(14) ?
C10 C11 H11 . . 122.2(13) ?
C12 C11 H11 . . 115.7(13) ?
O3 C12 O4 . . 123.55(17) ?
O3 C12 C11 . . 123.69(17) ?
O4 C12 C11 . . 112.75(12) ?
O4 C13 C14 . . 107.09(15) ?
O4 C13 H13A . . 105.8(13) ?
C14 C13 H13A . . 119.0(14) ?
O4 C13 H13B . . 106.0(13) ?
C14 C13 H13B . . 115.1(14) ?
H13A C13 H13B . . 103.(2) ?
C13 C14 H14C . . 109.7(17) ?
C13 C14 H14B . . 113.2(11) ?
H14C C14 H14B . . 109.8(19) ?
C13 C14 H14A . . 113.6(13) ?
H14C C14 H14A . . 105.(2) ?
H14B C14 H14A . . 105.3(18) ?
N005 C15 H15B . . 106.7(18) ?
N005 C15 H15A . . 110.7(17) ?
H15B C15 H15A . . 113.(2) ?
N005 C15 H15C . . 108.0(15) ?
H15B C15 H15C . . 106.(2) ?
H15A C15 H15C . . 112.(2) ?
C9 C16 H16C . . 111.4(11) ?
C9 C16 H16A . . 108.6(12) ?
H16C C16 H16A . . 108.8(15) ?
C9 C16 H16B . . 111.1(11) ?
H16C C16 H16B . . 108.3(15) ?
H16A C16 H16B . . 108.5(15) ?
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 C6 . 1.3741(17) ?
C1 C2 . 1.3953(18) ?
C1 H1 . 0.951(17) ?
O1 C7 . 1.2218(15) ?
Cl1 C2 . 1.7420(16) ?
O2 C8 . 1.4063(14) ?
O2 H2C . 0.847(18) ?
C2 C3 . 1.375(2) ?
C3 C4 . 1.391(2) ?
C3 H3 . 0.949(17) ?
O3 C12 . 1.2061(18) ?
O4 C12 . 1.331(2) ?
O4 C13 . 1.454(2) ?
C4 C5 . 1.3857(17) ?
C4 H4 . 0.935(19) ?
N005 C7 . 1.3555(15) ?
N005 C5 . 1.4078(17) ?
N005 C15 . 1.4547(18) ?
C5 C6 . 1.3894(17) ?
C6 C8 . 1.5093(15) ?
C7 C8 . 1.5507(16) ?
C9 C10 . 1.2954(17) ?
C9 C16 . 1.5069(18) ?
C9 C8 . 1.5265(16) ?
C10 C11 . 1.3060(19) ?
C11 C12 . 1.476(2) ?
C11 H11 . 0.98(2) ?
C13 C14 . 1.483(3) ?
C13 H13A . 1.05(3) ?
C13 H13B . 0.97(2) ?
C14 H14C . 0.88(3) ?
C14 H14B . 1.02(2) ?
C14 H14A . 0.97(2) ?
C15 H15B . 0.89(3) ?
C15 H15A . 0.97(3) ?
C15 H15C . 0.94(3) ?
C16 H16C . 0.986(19) ?
C16 H16A . 0.99(2) ?
C16 H16B . 0.948(18) ?
