#------------------------------------------------------------------------------
#$Date: 2024-04-05 01:30:42 +0300 (Fri, 05 Apr 2024) $
#$Revision: 290817 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/28/7132805.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_7132805
loop_
_publ_author_name
'Wang, Kai-Kai'
'Li, Yan-Li'
'Li, Ya-Fei'
'Yao, Wei-Wei'
'Li, Lan-Xin'
'He, Xiao-Long'
'Chen, Rongxiang'
_publ_section_title
;
 Substrate-controlled [4+1] and [3+2] annulations of ninhydrin-derived
 Morita-Baylis-Hillman carbonates to access polysubstituted furans and
 cyclopentenes.
;
_journal_issue                   27
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              3717
_journal_page_last               3720
_journal_paper_doi               10.1039/d3cc06276g
_journal_volume                  60
_journal_year                    2024
_chemical_formula_moiety         'C29 H18 O6'
_chemical_formula_sum            'C29 H18 O6'
_chemical_formula_weight         462.43
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2023-11-12
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2023-12-03 deposited with the CCDC.	2024-03-05 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 99.097(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.5559(17)
_cell_length_b                   26.500(5)
_cell_length_c                   9.988(2)
_cell_measurement_reflns_used    2371
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      23.36
_cell_measurement_theta_min      2.41
_cell_volume                     2236.1(8)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      296.15
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0442
_diffrn_reflns_av_unetI/netI     0.0609
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            13401
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.547
_diffrn_reflns_theta_min         2.530
_exptl_absorpt_coefficient_mu    0.097
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6706
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0576 before and 0.0319 after correction.
The Ratio of minimum to maximum transmission is 0.8994.
The λ/2 correction factor is 0.00150.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.374
_exptl_crystal_description       block
_exptl_crystal_F_000             960
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.161
_refine_diff_density_min         -0.160
_refine_diff_density_rms         0.036
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.007
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     317
_refine_ls_number_reflns         5050
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.007
_refine_ls_R_factor_all          0.1086
_refine_ls_R_factor_gt           0.0514
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0514P)²+0.0162P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1016
_refine_ls_wR_factor_ref         0.1197
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2832
_reflns_number_total             5050
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3cc06276g2.cif
_cod_data_source_block           1_CCDC1
_cod_depositor_comments
'Adding full bibliography for 7132804--7132805.cif.'
_cod_database_code               7132805
_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_max   0.981
_shelx_estimated_absorpt_t_min   0.975
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C18(H18)
2.b Aromatic/amide H refined with riding coordinates:
 C24(H24), C27(H27), C25(H25), C17(H17), C26(H26), C4(H4), C12(H12), C16(H16),
 C14(H14), C1(H1), C13(H13), C15(H15), C3(H3), C2(H2)
2.c Idealised Me refined as rotating group:
 C20(H20A,H20B,H20C)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
O6 O 0.54989(16) 0.70031(5) 0.30240(13) 0.0500(4) Uani 1 1 d . . . . .
O2 O 0.31946(17) 0.69832(5) 0.02425(14) 0.0532(4) Uani 1 1 d . . . . .
O4 O 0.68777(16) 0.57782(5) 0.35117(14) 0.0531(4) Uani 1 1 d . . . . .
O5 O 0.34102(18) 0.54268(5) 0.37793(14) 0.0582(4) Uani 1 1 d . . . . .
O3 O 0.62701(19) 0.51685(6) 0.19737(16) 0.0684(5) Uani 1 1 d . . . . .
O1 O 0.05451(19) 0.61371(7) 0.33794(17) 0.0796(5) Uani 1 1 d . . . . .
C23 C 0.4595(2) 0.66251(7) 0.49505(18) 0.0361(4) Uani 1 1 d . . . . .
C22 C 0.4797(2) 0.66751(7) 0.35159(19) 0.0371(4) Uani 1 1 d . . . . .
C9 C 0.2417(2) 0.68921(7) 0.11200(19) 0.0401(5) Uani 1 1 d . . . . .
C21 C 0.3954(2) 0.62274(6) 0.27298(18) 0.0365(4) Uani 1 1 d . . . . .
C29 C 0.3666(2) 0.58714(7) 0.38906(19) 0.0412(5) Uani 1 1 d . . . . .
C8 C 0.2346(2) 0.63727(7) 0.18208(18) 0.0384(5) Uani 1 1 d . . . . .
C18 C 0.4867(2) 0.59563(7) 0.17355(18) 0.0399(5) Uani 1 1 d . . . . .
H18 H 0.5428 0.6211 0.1283 0.048 Uiso 1 1 calc R . . . .
C28 C 0.3903(2) 0.61664(7) 0.51590(18) 0.0390(5) Uani 1 1 d . . . . .
C24 C 0.5020(2) 0.69605(7) 0.6010(2) 0.0434(5) Uani 1 1 d . . . . .
H24 H 0.5517 0.7265 0.5879 0.052 Uiso 1 1 calc R . . . .
C19 C 0.6055(2) 0.55818(8) 0.2393(2) 0.0471(5) Uani 1 1 d . . . . .
C11 C 0.0673(2) 0.58389(7) -0.01347(19) 0.0460(5) Uani 1 1 d . . . . .
C27 C 0.3589(2) 0.60315(8) 0.64298(19) 0.0494(5) Uani 1 1 d . . . . .
H27 H 0.3139 0.5721 0.6575 0.059 Uiso 1 1 calc R . . . .
C5 C 0.1322(2) 0.72365(8) 0.1658(2) 0.0468(5) Uani 1 1 d . . . . .
C25 C 0.4681(3) 0.68267(8) 0.7264(2) 0.0510(5) Uani 1 1 d . . . . .
H25 H 0.4940 0.7047 0.7990 0.061 Uiso 1 1 calc R . . . .
C10 C 0.2177(2) 0.59512(7) 0.07598(18) 0.0423(5) Uani 1 1 d . . . . .
C17 C 0.3574(3) 0.57434(7) 0.07178(19) 0.0457(5) Uani 1 1 d . . . . .
H17 H 0.3733 0.5489 0.0112 0.055 Uiso 1 1 calc R . . . .
C7 C 0.1024(2) 0.64530(9) 0.2670(2) 0.0501(5) Uani 1 1 d . . . . .
C26 C 0.3965(3) 0.63722(8) 0.7468(2) 0.0531(6) Uani 1 1 d . . . . .
H26 H 0.3733 0.6295 0.8324 0.064 Uiso 1 1 calc R . . . .
C6 C 0.0494(2) 0.69765(9) 0.2523(2) 0.0525(6) Uani 1 1 d . . . . .
C4 C 0.1013(3) 0.77400(9) 0.1358(2) 0.0638(7) Uani 1 1 d . . . . .
H4 H 0.1558 0.7915 0.0770 0.077 Uiso 1 1 calc R . . . .
C12 C 0.0587(3) 0.54401(9) -0.1045(2) 0.0633(6) Uani 1 1 d . . . . .
H12 H 0.1494 0.5253 -0.1103 0.076 Uiso 1 1 calc R . . . .
C16 C -0.0691(3) 0.61071(9) -0.0106(2) 0.0666(7) Uani 1 1 d . . . . .
H16 H -0.0673 0.6381 0.0477 0.080 Uiso 1 1 calc R . . . .
C14 C -0.2148(3) 0.55821(10) -0.1805(2) 0.0695(7) Uani 1 1 d . . . . .
H14 H -0.3090 0.5495 -0.2357 0.083 Uiso 1 1 calc R . . . .
C1 C -0.0691(3) 0.72112(13) 0.3097(3) 0.0758(8) Uani 1 1 d . . . . .
H1 H -0.1263 0.7035 0.3663 0.091 Uiso 1 1 calc R . . . .
C20 C 0.8016(3) 0.54537(8) 0.4308(3) 0.0695(7) Uani 1 1 d . . . . .
H20A H 0.8694 0.5306 0.3735 0.104 Uiso 1 1 calc GR . . . .
H20B H 0.7472 0.5191 0.4710 0.104 Uiso 1 1 calc GR . . . .
H20C H 0.8641 0.5647 0.5009 0.104 Uiso 1 1 calc GR . . . .
C13 C -0.0800(3) 0.53155(10) -0.1860(2) 0.0737(7) Uani 1 1 d . . . . .
H13 H -0.0821 0.5046 -0.2458 0.088 Uiso 1 1 calc R . . . .
C15 C -0.2097(3) 0.59788(10) -0.0926(3) 0.0778(8) Uani 1 1 d . . . . .
H15 H -0.3010 0.6164 -0.0878 0.093 Uiso 1 1 calc R . . . .
C3 C -0.0139(4) 0.79719(12) 0.1968(3) 0.0942(10) Uani 1 1 d . . . . .
H3 H -0.0349 0.8313 0.1814 0.113 Uiso 1 1 calc R . . . .
C2 C -0.0988(3) 0.77044(15) 0.2807(3) 0.0962(11) Uani 1 1 d . . . . .
H2 H -0.1780 0.7868 0.3179 0.115 Uiso 1 1 calc R . . . .
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'
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
C19 O4 C20 116.88(17) . . ?
C28 C23 C22 110.11(16) . . ?
C28 C23 C24 121.07(18) . . ?
C24 C23 C22 128.80(17) . . ?
O6 C22 C23 127.11(17) . . ?
O6 C22 C21 124.91(17) . . ?
C23 C22 C21 107.98(15) . . ?
O2 C9 C8 124.89(17) . . ?
O2 C9 C5 126.75(19) . . ?
C5 C9 C8 108.28(17) . . ?
C22 C21 C29 101.87(14) . . ?
C22 C21 C8 113.76(14) . . ?
C29 C21 C8 110.72(14) . . ?
C18 C21 C22 116.47(15) . . ?
C18 C21 C29 110.97(15) . . ?
C18 C21 C8 103.26(13) . . ?
O5 C29 C21 125.34(18) . . ?
O5 C29 C28 126.74(18) . . ?
C28 C29 C21 107.72(15) . . ?
C9 C8 C21 112.64(14) . . ?
C10 C8 C9 109.97(14) . . ?
C10 C8 C21 101.49(15) . . ?
C10 C8 C7 119.18(16) . . ?
C7 C8 C9 102.24(16) . . ?
C7 C8 C21 111.70(15) . . ?
C21 C18 H18 108.2 . . ?
C19 C18 C21 113.97(15) . . ?
C19 C18 H18 108.2 . . ?
C17 C18 C21 102.69(15) . . ?
C17 C18 H18 108.2 . . ?
C17 C18 C19 115.33(17) . . ?
C23 C28 C29 109.94(16) . . ?
C23 C28 C27 120.99(17) . . ?
C27 C28 C29 129.02(17) . . ?
C23 C24 H24 121.2 . . ?
C25 C24 C23 117.53(18) . . ?
C25 C24 H24 121.2 . . ?
O4 C19 C18 109.99(18) . . ?
O3 C19 O4 124.2(2) . . ?
O3 C19 C18 125.79(19) . . ?
C12 C11 C10 120.04(19) . . ?
C16 C11 C10 123.12(19) . . ?
C16 C11 C12 116.83(19) . . ?
C28 C27 H27 121.1 . . ?
C26 C27 C28 117.73(18) . . ?
C26 C27 H27 121.1 . . ?
C6 C5 C9 109.74(19) . . ?
C4 C5 C9 129.1(2) . . ?
C4 C5 C6 121.0(2) . . ?
C24 C25 H25 119.3 . . ?
C24 C25 C26 121.39(18) . . ?
C26 C25 H25 119.3 . . ?
C11 C10 C8 122.95(18) . . ?
C17 C10 C8 109.81(16) . . ?
C17 C10 C11 127.05(18) . . ?
C18 C17 H17 123.3 . . ?
C10 C17 C18 113.46(17) . . ?
C10 C17 H17 123.3 . . ?
O1 C7 C8 125.2(2) . . ?
O1 C7 C6 126.0(2) . . ?
C6 C7 C8 108.72(18) . . ?
C27 C26 C25 121.24(19) . . ?
C27 C26 H26 119.4 . . ?
C25 C26 H26 119.4 . . ?
C5 C6 C7 110.76(19) . . ?
C5 C6 C1 120.9(2) . . ?
C1 C6 C7 128.3(2) . . ?
C5 C4 H4 121.3 . . ?
C3 C4 C5 117.3(3) . . ?
C3 C4 H4 121.3 . . ?
C11 C12 H12 119.2 . . ?
C13 C12 C11 121.6(2) . . ?
C13 C12 H12 119.2 . . ?
C11 C16 H16 119.3 . . ?
C11 C16 C15 121.5(2) . . ?
C15 C16 H16 119.3 . . ?
C13 C14 H14 120.5 . . ?
C13 C14 C15 119.0(2) . . ?
C15 C14 H14 120.5 . . ?
C6 C1 H1 121.0 . . ?
C2 C1 C6 118.0(3) . . ?
C2 C1 H1 121.0 . . ?
O4 C20 H20A 109.5 . . ?
O4 C20 H20B 109.5 . . ?
O4 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C12 C13 H13 119.6 . . ?
C14 C13 C12 120.8(2) . . ?
C14 C13 H13 119.6 . . ?
C16 C15 H15 119.8 . . ?
C14 C15 C16 120.4(2) . . ?
C14 C15 H15 119.8 . . ?
C4 C3 H3 119.4 . . ?
C4 C3 C2 121.1(3) . . ?
C2 C3 H3 119.4 . . ?
C1 C2 C3 121.6(3) . . ?
C1 C2 H2 119.2 . . ?
C3 C2 H2 119.2 . . ?
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
O6 C22 1.204(2) . ?
O2 C9 1.205(2) . ?
O4 C19 1.329(2) . ?
O4 C20 1.441(2) . ?
O5 C29 1.200(2) . ?
O3 C19 1.197(2) . ?
O1 C7 1.209(2) . ?
C23 C22 1.476(3) . ?
C23 C28 1.382(2) . ?
C23 C24 1.386(2) . ?
C22 C21 1.538(2) . ?
C9 C8 1.550(3) . ?
C9 C5 1.469(3) . ?
C21 C29 1.545(3) . ?
C21 C8 1.572(3) . ?
C21 C18 1.535(3) . ?
C29 C28 1.475(3) . ?
C8 C10 1.531(2) . ?
C8 C7 1.532(3) . ?
C18 H18 0.9800 . ?
C18 C19 1.496(3) . ?
C18 C17 1.490(2) . ?
C28 C27 1.385(3) . ?
C24 H24 0.9300 . ?
C24 C25 1.376(3) . ?
C11 C10 1.476(3) . ?
C11 C12 1.389(3) . ?
C11 C16 1.371(3) . ?
C27 H27 0.9300 . ?
C27 C26 1.374(3) . ?
C5 C6 1.385(3) . ?
C5 C4 1.384(3) . ?
C25 H25 0.9300 . ?
C25 C26 1.381(3) . ?
C10 C17 1.323(3) . ?
C17 H17 0.9300 . ?
C7 C6 1.460(3) . ?
C26 H26 0.9300 . ?
C6 C1 1.388(3) . ?
C4 H4 0.9300 . ?
C4 C3 1.382(4) . ?
C12 H12 0.9300 . ?
C12 C13 1.369(3) . ?
C16 H16 0.9300 . ?
C16 C15 1.387(3) . ?
C14 H14 0.9300 . ?
C14 C13 1.361(4) . ?
C14 C15 1.366(3) . ?
C1 H1 0.9300 . ?
C1 C2 1.354(4) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C13 H13 0.9300 . ?
C15 H15 0.9300 . ?
C3 H3 0.9300 . ?
C3 C2 1.387(4) . ?
C2 H2 0.9300 . ?
