#------------------------------------------------------------------------------
#$Date: 2024-12-16 19:33:52 +0200 (Mon, 16 Dec 2024) $
#$Revision: 296876 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/71/7127197.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_7127197
loop_
_publ_author_name
'Gao, Bingjian'
'Zou, Suchen'
'Yang, Guoqing'
'Ding, Yongzheng'
'Huang, Hanmin'
_publ_section_title
;
 Carbonylative cycloaddition between two different alkenes enabled by
 reactive directing groups: expedited construction of bridged polycyclic
 skeletons.
;
_journal_issue                   81
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              12198
_journal_page_last               12201
_journal_paper_doi               10.1039/d0cc05362g
_journal_volume                  56
_journal_year                    2020
_chemical_formula_moiety         'C19 H16 O3'
_chemical_formula_sum            'C19 H16 O3'
_chemical_formula_weight         584.63
_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     iterative
_audit_creation_date             2020-03-21
_audit_creation_method
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_audit_update_record
;
2020-03-21 deposited with the CCDC.	2020-09-02 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 96.111(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   20.5228(5)
_cell_length_b                   8.2219(2)
_cell_length_c                   17.4215(3)
_cell_measurement_reflns_used    5388
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      73.2570
_cell_measurement_theta_min      5.3230
_cell_volume                     2922.94(11)
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.3 (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve 1.3 (Bourhis et al., 2015)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0253
_diffrn_reflns_av_unetI/netI     0.0242
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            5160
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        66.587
_diffrn_reflns_theta_max         66.587
_diffrn_reflns_theta_min         4.333
_exptl_absorpt_coefficient_mu    0.720
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.83409
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.329
_exptl_crystal_description       block
_exptl_crystal_F_000             1232
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.191
_refine_diff_density_min         -0.234
_refine_diff_density_rms         0.059
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.110
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     400
_refine_ls_number_reflns         5160
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.110
_refine_ls_R_factor_all          0.0551
_refine_ls_R_factor_gt           0.0482
_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)+(0.0778P)²+0.6041P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1391
_refine_ls_wR_factor_ref         0.1458
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4479
_reflns_number_total             5160
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0cc05362g2.cif
_cod_data_source_block           platon_tw
_cod_depositor_comments
;
Adding full bibliography for 7127193--7127197.cif.

2024-12-16
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C38 H32 O6'
_cod_original_formula_weight         584.63
_cod_original_formula_moiety         '2(C19 H16 O3)'
_cod_original_formula_units_Z            4
_cod_database_code               7127197
_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.
;
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.9329(11)
 0.0671(11)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3.a Ternary CH refined with riding coordinates:
 C10(H10), C30(H30), C7(H7), C27(H27)
3.b Secondary CH2 refined with riding coordinates:
 C11(H11a,H11b), C31(H31a,H31b)
3.c Aromatic/amide H refined with riding coordinates:
 C13(H13), C5(H5), C26(H26), C2(H2), C16(H16), C14(H14), C33(H33), C4(H4),
 C23(H23), C25(H25), C15(H15), C24(H24), C3(H3), C18(H18), C36(H36), C38(H38),
 C34(H34), C35(H35)
3.d Idealised Me refined as rotating group:
 C9(H9a,H9b,H9c), C39(H39a,H39b,H39c)
;
_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
O3 O 0.08739(6) 0.21066(16) 0.90025(8) 0.0423(3) Uani 1 1 d . . . . .
O13 O 0.43186(7) 0.71353(16) 0.89204(9) 0.0468(3) Uani 1 1 d . . . . .
O2 O 0.19353(7) 0.16472(18) 0.90086(8) 0.0501(4) Uani 1 1 d . . . . .
O12 O 0.32507(8) 0.67226(19) 0.88572(9) 0.0556(4) Uani 1 1 d . . . . .
C19 C 0.14645(9) 0.2434(2) 0.87559(10) 0.0362(4) Uani 1 1 d . . . . .
C10 C 0.09285(9) 0.3373(2) 0.74830(10) 0.0358(4) Uani 1 1 d . . . . .
H10 H 0.0841 0.4366 0.7178 0.043 Uiso 1 1 calc R . . . .
C12 C 0.11807(9) 0.2109(2) 0.69552(10) 0.0359(4) Uani 1 1 d . . . . .
C8 C 0.14581(8) 0.3816(2) 0.81831(10) 0.0342(4) Uani 1 1 d . . . . .
C29 C 0.36957(10) 0.7505(2) 0.86479(11) 0.0401(4) Uani 1 1 d . . . . .
C28 C 0.36334(9) 0.8915(2) 0.80863(11) 0.0376(4) Uani 1 1 d . . . . .
C17 C 0.13958(10) 0.2512(2) 0.62364(11) 0.0419(4) Uani 1 1 d . . . . .
C22 C 0.39992(9) 1.0309(2) 0.85191(10) 0.0389(4) Uani 1 1 d . . . . .
C1 C 0.11708(9) 0.5243(2) 0.85905(10) 0.0364(4) Uani 1 1 d . . . . .
C21 C 0.46407(9) 0.9912(2) 0.87975(10) 0.0394(4) Uani 1 1 d . . . . .
C6 C 0.05622(9) 0.4904(2) 0.88406(10) 0.0375(4) Uani 1 1 d . . . . .
C32 C 0.37074(9) 0.7251(2) 0.68449(11) 0.0405(4) Uani 1 1 d . . . . .
C13 C 0.12159(9) 0.0486(2) 0.71775(11) 0.0405(4) Uani 1 1 d . . . . .
H13 H 0.1091 0.0196 0.7657 0.049 Uiso 1 1 calc R . . . .
C37 C 0.34139(10) 0.7699(3) 0.61044(12) 0.0473(5) Uani 1 1 d . . . . .
C30 C 0.40522(9) 0.8471(2) 0.74022(11) 0.0393(4) Uani 1 1 d . . . . .
H30 H 0.4108 0.9474 0.7112 0.047 Uiso 1 1 calc R . . . .
O1 O 0.11629(15) 0.5383(2) 0.61265(13) 0.1022(9) Uani 1 1 d . . . . .
C5 C 0.02238(11) 0.6079(3) 0.92043(11) 0.0471(5) Uani 1 1 d . . . . .
H5 H -0.0185 0.5853 0.9364 0.056 Uiso 1 1 calc R . . . .
C26 C 0.50445(11) 1.1044(3) 0.91925(12) 0.0474(5) Uani 1 1 d . . . . .
H26 H 0.5473 1.0776 0.9375 0.057 Uiso 1 1 calc R . . . .
C11 C 0.02806(9) 0.2880(3) 0.78014(12) 0.0431(5) Uani 1 1 d . . . . .
H11A H -0.0080 0.3513 0.7551 0.052 Uiso 1 1 calc R . . . .
H11B H 0.0191 0.1738 0.7698 0.052 Uiso 1 1 calc R . . . .
C7 C 0.03483(9) 0.3190(2) 0.86669(11) 0.0401(4) Uani 1 1 d . . . . .
H7 H -0.0064 0.2955 0.8882 0.048 Uiso 1 1 calc R . . . .
O11 O 0.36128(16) 1.0580(2) 0.60668(13) 0.1050(9) Uani 1 1 d . . . . .
C9 C 0.21283(9) 0.4129(3) 0.79287(12) 0.0464(5) Uani 1 1 d . . . . .
H9A H 0.2428 0.4416 0.8369 0.070 Uiso 1 1 calc GR . . . .
H9B H 0.2102 0.5004 0.7562 0.070 Uiso 1 1 calc GR . . . .
H9C H 0.2281 0.3165 0.7693 0.070 Uiso 1 1 calc GR . . . .
C2 C 0.14545(11) 0.6763(2) 0.87226(12) 0.0469(5) Uani 1 1 d . . . . .
H2 H 0.1864 0.6993 0.8566 0.056 Uiso 1 1 calc R . . . .
C39 C 0.29243(10) 0.9277(3) 0.78128(13) 0.0513(5) Uani 1 1 d . . . . .
H39A H 0.2721 0.8320 0.7580 0.077 Uiso 1 1 calc GR . . . .
H39B H 0.2902 1.0141 0.7440 0.077 Uiso 1 1 calc GR . . . .
H39C H 0.2700 0.9599 0.8244 0.077 Uiso 1 1 calc GR . . . .
C31 C 0.47431(10) 0.7918(3) 0.77499(13) 0.0478(5) Uani 1 1 d . . . . .
H31A H 0.4804 0.6774 0.7642 0.057 Uiso 1 1 calc R . . . .
H31B H 0.5076 0.8533 0.7520 0.057 Uiso 1 1 calc R . . . .
C27 C 0.48085(9) 0.8199(2) 0.86172(12) 0.0442(5) Uani 1 1 d . . . . .
H27 H 0.5251 0.7925 0.8849 0.053 Uiso 1 1 calc R . . . .
C16 C 0.16253(10) 0.1286(3) 0.57818(12) 0.0523(5) Uani 1 1 d . . . . .
H16 H 0.1778 0.1562 0.5315 0.063 Uiso 1 1 calc R . . . .
C14 C 0.14312(10) -0.0715(3) 0.67055(13) 0.0494(5) Uani 1 1 d . . . . .
H14 H 0.1439 -0.1794 0.6866 0.059 Uiso 1 1 calc R . . . .
C33 C 0.36742(11) 0.5624(3) 0.70552(13) 0.0487(5) Uani 1 1 d . . . . .
H33 H 0.3854 0.5309 0.7545 0.058 Uiso 1 1 calc R . . . .
C4 C 0.05061(13) 0.7604(3) 0.93268(13) 0.0560(6) Uani 1 1 d . . . . .
H4 H 0.0283 0.8410 0.9568 0.067 Uiso 1 1 calc R . . . .
C23 C 0.37546(12) 1.1833(3) 0.86544(13) 0.0520(5) Uani 1 1 d . . . . .
H23 H 0.3323 1.2098 0.8482 0.062 Uiso 1 1 calc R . . . .
C25 C 0.48024(13) 1.2584(3) 0.93127(13) 0.0565(6) Uani 1 1 d . . . . .
H25 H 0.5072 1.3363 0.9570 0.068 Uiso 1 1 calc R . . . .
C15 C 0.16327(11) -0.0320(3) 0.60034(14) 0.0558(6) Uani 1 1 d . . . . .
H15 H 0.1772 -0.1124 0.5683 0.067 Uiso 1 1 calc R . . . .
C24 C 0.41641(14) 1.2967(3) 0.90528(14) 0.0599(6) Uani 1 1 d . . . . .
H24 H 0.4004 1.3999 0.9145 0.072 Uiso 1 1 calc R . . . .
C3 C 0.11136(13) 0.7934(3) 0.90944(13) 0.0564(6) Uani 1 1 d . . . . .
H3 H 0.1298 0.8957 0.9188 0.068 Uiso 1 1 calc R . . . .
C18 C 0.13791(13) 0.4151(3) 0.58879(13) 0.0597(6) Uani 1 1 d . . . . .
H18 H 0.1560 0.4238 0.5422 0.072 Uiso 1 1 calc R . . . .
C36 C 0.31188(11) 0.6503(3) 0.56113(14) 0.0610(6) Uani 1 1 d . . . . .
H36 H 0.2925 0.6803 0.5125 0.073 Uiso 1 1 calc R . . . .
C38 C 0.34013(15) 0.9353(3) 0.57767(14) 0.0654(7) Uani 1 1 d . . . . .
H38 H 0.3201 0.9450 0.5274 0.078 Uiso 1 1 calc R . . . .
C34 C 0.33818(13) 0.4455(3) 0.65584(16) 0.0632(7) Uani 1 1 d . . . . .
H34 H 0.3369 0.3376 0.6717 0.076 Uiso 1 1 calc R . . . .
C35 C 0.31087(13) 0.4893(3) 0.58275(16) 0.0678(7) Uani 1 1 d . . . . .
H35 H 0.2921 0.4111 0.5487 0.081 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 0.0181 0.0091 '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 0.0492 0.0322 '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 O3 C7 113.36(14) . . ?
C29 O13 C27 113.41(15) . . ?
O3 C19 C8 114.41(15) . . ?
O2 C19 O3 119.11(17) . . ?
O2 C19 C8 126.47(18) . . ?
C12 C10 C8 111.94(14) . . ?
C12 C10 C11 113.55(15) . . ?
C11 C10 C8 109.20(14) . . ?
C17 C12 C10 122.50(17) . . ?
C13 C12 C10 120.05(17) . . ?
C13 C12 C17 117.44(18) . . ?
C19 C8 C10 106.96(14) . . ?
C19 C8 C1 104.37(14) . . ?
C1 C8 C10 105.52(14) . . ?
C9 C8 C19 112.16(16) . . ?
C9 C8 C10 112.57(15) . . ?
C9 C8 C1 114.56(15) . . ?
O13 C29 C28 114.30(16) . . ?
O12 C29 O13 119.55(19) . . ?
O12 C29 C28 126.15(19) . . ?
C29 C28 C22 104.64(15) . . ?
C29 C28 C30 107.15(15) . . ?
C22 C28 C30 105.48(15) . . ?
C39 C28 C29 111.52(17) . . ?
C39 C28 C22 114.49(16) . . ?
C39 C28 C30 112.91(16) . . ?
C12 C17 C18 125.68(19) . . ?
C16 C17 C12 119.41(19) . . ?
C16 C17 C18 114.87(19) . . ?
C21 C22 C28 113.14(16) . . ?
C23 C22 C28 126.76(18) . . ?
C23 C22 C21 120.10(19) . . ?
C6 C1 C8 113.33(16) . . ?
C2 C1 C8 126.50(18) . . ?
C2 C1 C6 120.17(18) . . ?
C22 C21 C27 112.29(16) . . ?
C26 C21 C22 120.68(19) . . ?
C26 C21 C27 127.03(19) . . ?
C1 C6 C7 112.23(16) . . ?
C5 C6 C1 120.92(19) . . ?
C5 C6 C7 126.85(18) . . ?
C37 C32 C30 122.38(18) . . ?
C33 C32 C37 117.61(19) . . ?
C33 C32 C30 120.01(18) . . ?
C14 C13 C12 121.9(2) . . ?
C32 C37 C38 125.6(2) . . ?
C36 C37 C32 119.4(2) . . ?
C36 C37 C38 114.9(2) . . ?
C32 C30 C28 112.32(15) . . ?
C32 C30 C31 113.64(16) . . ?
C31 C30 C28 108.69(16) . . ?
C6 C5 C4 118.7(2) . . ?
C21 C26 C25 119.1(2) . . ?
C7 C11 C10 108.65(15) . . ?
O3 C7 C6 107.62(14) . . ?
O3 C7 C11 106.14(15) . . ?
C6 C7 C11 110.62(16) . . ?
C1 C2 C3 118.6(2) . . ?
C27 C31 C30 108.93(16) . . ?
O13 C27 C21 107.67(15) . . ?
O13 C27 C31 105.97(16) . . ?
C21 C27 C31 110.77(17) . . ?
C15 C16 C17 121.9(2) . . ?
C15 C14 C13 120.4(2) . . ?
C34 C33 C32 122.2(2) . . ?
C3 C4 C5 120.6(2) . . ?
C22 C23 C24 118.9(2) . . ?
C24 C25 C26 120.3(2) . . ?
C14 C15 C16 118.8(2) . . ?
C25 C24 C23 120.9(2) . . ?
C4 C3 C2 121.1(2) . . ?
O1 C18 C17 128.5(2) . . ?
C35 C36 C37 121.7(2) . . ?
O11 C38 C37 128.9(2) . . ?
C35 C34 C33 120.0(2) . . ?
C36 C35 C34 119.1(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
O3 C19 1.355(2) . ?
O3 C7 1.471(2) . ?
O13 C29 1.350(2) . ?
O13 C27 1.472(2) . ?
O2 C19 1.206(2) . ?
O12 C29 1.205(2) . ?
C19 C8 1.512(3) . ?
C10 C12 1.515(3) . ?
C10 C8 1.587(2) . ?
C10 C11 1.548(3) . ?
C12 C17 1.411(3) . ?
C12 C13 1.389(3) . ?
C8 C1 1.522(2) . ?
C8 C9 1.511(3) . ?
C29 C28 1.513(3) . ?
C28 C22 1.525(3) . ?
C28 C30 1.584(3) . ?
C28 C39 1.512(3) . ?
C17 C16 1.395(3) . ?
C17 C18 1.477(3) . ?
C22 C21 1.393(3) . ?
C22 C23 1.379(3) . ?
C1 C6 1.394(3) . ?
C1 C2 1.387(3) . ?
C21 C26 1.381(3) . ?
C21 C27 1.491(3) . ?
C6 C5 1.383(3) . ?
C6 C7 1.497(3) . ?
C32 C37 1.413(3) . ?
C32 C30 1.518(3) . ?
C32 C33 1.390(3) . ?
C13 C14 1.387(3) . ?
C37 C36 1.401(3) . ?
C37 C38 1.473(3) . ?
C30 C31 1.550(3) . ?
O1 C18 1.198(3) . ?
C5 C4 1.388(3) . ?
C26 C25 1.384(3) . ?
C11 C7 1.521(3) . ?
O11 C38 1.190(3) . ?
C2 C3 1.391(3) . ?
C31 C27 1.520(3) . ?
C16 C15 1.375(3) . ?
C14 C15 1.371(4) . ?
C33 C34 1.386(3) . ?
C4 C3 1.378(4) . ?
C23 C24 1.390(3) . ?
C25 C24 1.376(4) . ?
C36 C35 1.377(4) . ?
C34 C35 1.383(4) . ?
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.9329(11)
2 0.0671(11)
