#------------------------------------------------------------------------------
#$Date: 2025-08-22 10:56:18 +0200 (Fri 22 de Aug de 2025) $
#$Revision: 301860 $
#$URL: svn://www.crystallography.net/cod/cif/7/12/76/7127673.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_7127673
loop_
_publ_author_name
'Wu, Jiaoyu'
'Bai, Lu'
'Han, Lingbo'
'Liu, Jingjing'
'Luan, Xinjun'
_publ_section_title
;
 A chemo- and regioselective Pd(0)-catalyzed three-component
 spiroannulation.
;
_journal_issue                   9
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              1117
_journal_page_last               1120
_journal_paper_doi               10.1039/d0cc07389j
_journal_volume                  57
_journal_year                    2021
_chemical_formula_moiety         'C32 H22 O3'
_chemical_formula_sum            'C32 H22 O3'
_chemical_formula_weight         454.49
_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   geom
_audit_creation_date             2020-01-15
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-01-17 deposited with the CCDC.	2020-12-21 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 97.071(9)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.2505(17)
_cell_length_b                   13.305(4)
_cell_length_c                   14.427(2)
_cell_measurement_reflns_used    9997
_cell_measurement_temperature    140(2)
_cell_measurement_theta_max      53.093
_cell_measurement_theta_min      2.889
_cell_volume                     2333.6(8)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_diffrn_ambient_temperature      140.0
_diffrn_detector_area_resol_mean none
_diffrn_measured_fraction_theta_full 0.972
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measurement_device_type  'Bruker D8 VENTURE PHOTON II'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34138
_diffrn_reflns_av_R_equivalents  0.0279
_diffrn_reflns_av_unetI/netI     0.0227
_diffrn_reflns_Laue_measured_fraction_full 0.972
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            17799
_diffrn_reflns_point_group_measured_fraction_full 0.972
_diffrn_reflns_point_group_measured_fraction_max 0.972
_diffrn_reflns_theta_full        53.001
_diffrn_reflns_theta_max         53.001
_diffrn_reflns_theta_min         4.396
_exptl_absorpt_coefficient_mu    0.419
_exptl_absorpt_correction_T_max  0.7505
_exptl_absorpt_correction_T_min  0.4973
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1319 before and 0.0445 after correction.
The Ratio of minimum to maximum transmission is 0.6626.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.294
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    none
_exptl_crystal_description       block
_exptl_crystal_F_000             952
_exptl_crystal_size_max          0.46
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   0.7505
_exptl_transmission_factor_min   0.4973
_refine_diff_density_max         0.391
_refine_diff_density_min         -0.279
_refine_diff_density_rms         0.030
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     317
_refine_ls_number_reflns         4013
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.043
_refine_ls_R_factor_all          0.0398
_refine_ls_R_factor_gt           0.0386
_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)+(0.0381P)²+0.9655P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0942
_refine_ls_wR_factor_ref         0.0950
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3872
_reflns_number_total             4013
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0cc07389j2.cif
_cod_data_source_block           20200106al_0m_a
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_crystal_density_meas' value 'none' was changed to
'?' -- the value is perceived as not measured.

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

 Adding full bibliography for 7127672--7127674.cif.
;
_cod_database_code               7127673
_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   0.951
_shelx_estimated_absorpt_t_min   0.831
_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 Aromatic/amide H refined with riding coordinates:
 C00C(H00C), C00E(H00E), C00G(H00G), C00H(H00H), C00I(H00I), C00J(H00J),
 C00K(H00K), C00L(H00L), C00M(H00M), C00O(H00O), C00Q(H00Q), C00R(H00R),
 C00S(H00S), C00T(H00T), C00U(H00U), C00V(H00V), C00W(H00W), C00Y(H00Y),
 C00Z(H00Z)
2.b Idealised Me refined as rotating group:
 C00X(H00A,H00B,H00D)
;
_olex2_submission_special_instructions 'No special instructions were received'
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_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
O001 O 0.34298(8) 0.80316(7) 0.47754(7) 0.0344(2) Uani 1 1 d . . . . .
O002 O 0.11968(8) 0.34307(7) 0.31003(7) 0.0398(3) Uani 1 1 d . . . . .
O003 O 0.22675(9) 0.79110(8) 0.58552(9) 0.0525(3) Uani 1 1 d . . . . .
C00A C 0.43820(10) 0.47330(9) 0.28746(8) 0.0233(3) Uani 1 1 d . . . . .
C00B C 0.38433(10) 0.24544(9) 0.32624(8) 0.0234(3) Uani 1 1 d . . . . .
C00C C 0.33090(10) 0.60035(9) 0.43873(8) 0.0241(3) Uani 1 1 d . . . . .
H00C H 0.3735 0.6411 0.4028 0.029 Uiso 1 1 calc R . . . .
C00D C 0.27371(10) 0.64257(9) 0.50712(9) 0.0270(3) Uani 1 1 d . . . . .
C00E C 0.39797(10) 0.23893(10) 0.55747(9) 0.0281(3) Uani 1 1 d . . . . .
H00E H 0.4554 0.2668 0.5270 0.034 Uiso 1 1 calc R . . . .
C00F C 0.14281(10) 0.31494(9) 0.39020(9) 0.0281(3) Uani 1 1 d . . . . .
C00G C 0.32012(11) 0.15863(9) 0.31140(9) 0.0277(3) Uani 1 1 d . . . . .
H00G H 0.2490 0.1568 0.3311 0.033 Uiso 1 1 calc R . . . .
C00H C 0.40249(10) 0.45590(9) 0.19310(9) 0.0268(3) Uani 1 1 d . . . . .
H00H H 0.3400 0.4147 0.1757 0.032 Uiso 1 1 calc R . . . .
C00I C 0.53026(11) 0.53333(10) 0.31143(9) 0.0292(3) Uani 1 1 d . . . . .
H00I H 0.5550 0.5461 0.3753 0.035 Uiso 1 1 calc R . . . .
C00J C 0.21017(10) 0.58249(10) 0.55900(10) 0.0307(3) Uani 1 1 d . . . . .
H00J H 0.1727 0.6123 0.6059 0.037 Uiso 1 1 calc R . . . .
C00K C 0.20101(10) 0.47976(10) 0.54299(9) 0.0287(3) Uani 1 1 d . . . . .
H00K H 0.1563 0.4392 0.5773 0.034 Uiso 1 1 calc R . . . .
C00L C 0.49042(10) 0.24360(10) 0.29934(9) 0.0292(3) Uani 1 1 d . . . . .
H00L H 0.5368 0.3006 0.3110 0.035 Uiso 1 1 calc R . . . .
C00M C 0.35905(11) 0.07526(10) 0.26823(9) 0.0311(3) Uani 1 1 d . . . . .
H00M H 0.3143 0.0170 0.2585 0.037 Uiso 1 1 calc R . . . .
C00N C 0.27700(10) 0.75230(10) 0.52806(10) 0.0309(3) Uani 1 1 d . . . . .
C00O C 0.45772(11) 0.49842(11) 0.12491(9) 0.0337(3) Uani 1 1 d . . . . .
H00O H 0.4324 0.4871 0.0609 0.040 Uiso 1 1 calc R . . . .
C00P C 0.20486(11) 0.21510(10) 0.56735(9) 0.0306(3) Uani 1 1 d . . . . .
C00Q C 0.46247(11) 0.07612(10) 0.23928(10) 0.0335(3) Uani 1 1 d . . . . .
H00Q H 0.4880 0.0195 0.2081 0.040 Uiso 1 1 calc R . . . .
C00R C 0.58626(11) 0.57478(10) 0.24248(10) 0.0353(3) Uani 1 1 d . . . . .
H00R H 0.6496 0.6150 0.2594 0.042 Uiso 1 1 calc R . . . .
C00S C 0.54984(12) 0.55748(11) 0.14944(10) 0.0368(3) Uani 1 1 d . . . . .
H00S H 0.5879 0.5860 0.1023 0.044 Uiso 1 1 calc R . . . .
C00T C 0.06151(10) 0.27375(10) 0.44569(11) 0.0374(3) Uani 1 1 d . . . . .
H00T H -0.0144 0.2789 0.4228 0.045 Uiso 1 1 calc R . . . .
C00U C 0.09086(11) 0.22911(11) 0.52773(11) 0.0390(3) Uani 1 1 d . . . . .
H00U H 0.0346 0.2053 0.5619 0.047 Uiso 1 1 calc R . . . .
C00V C 0.52878(11) 0.16028(10) 0.25609(10) 0.0346(3) Uani 1 1 d . . . . .
H00V H 0.6007 0.1607 0.2379 0.042 Uiso 1 1 calc R . . . .
C00W C 0.42367(13) 0.17975(12) 0.63649(10) 0.0399(4) Uani 1 1 d . . . . .
H00W H 0.4984 0.1674 0.6599 0.048 Uiso 1 1 calc R . . . .
C00X C 0.35468(13) 0.90975(10) 0.49797(12) 0.0406(4) Uani 1 1 d . . . . .
H00A H 0.3988 0.9412 0.4537 0.061 Uiso 1 1 calc GR . . . .
H00B H 0.3913 0.9188 0.5617 0.061 Uiso 1 1 calc GR . . . .
H00D H 0.2818 0.9412 0.4923 0.061 Uiso 1 1 calc GR . . . .
C00Y C 0.23223(14) 0.15649(11) 0.64735(11) 0.0428(4) Uani 1 1 d . . . . .
H00Y H 0.1755 0.1286 0.6787 0.051 Uiso 1 1 calc R . . . .
C00Z C 0.34058(15) 0.13884(12) 0.68097(10) 0.0470(4) Uani 1 1 d . . . . .
H00Z H 0.3582 0.0984 0.7350 0.056 Uiso 1 1 calc R . . . .
C004 C 0.34484(9) 0.33514(9) 0.37157(8) 0.0219(3) Uani 1 1 d . . . . .
C005 C 0.32381(9) 0.49697(9) 0.42454(8) 0.0219(3) Uani 1 1 d . . . . .
C006 C 0.26126(9) 0.32904(9) 0.44139(8) 0.0218(3) Uani 1 1 d . . . . .
C007 C 0.37432(9) 0.43205(9) 0.35927(8) 0.0221(3) Uani 1 1 d . . . . .
C008 C 0.25849(9) 0.43794(9) 0.47600(8) 0.0224(3) Uani 1 1 d . . . . .
C009 C 0.28940(10) 0.25769(9) 0.52278(8) 0.0225(3) 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 0.0148 0.0070 '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 0.0412 0.0250 '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
C00N O001 C00X 115.77(11) . . ?
C00H C00A C007 119.47(11) . . ?
C00I C00A C00H 118.99(11) . . ?
C00I C00A C007 121.46(11) . . ?
C00G C00B C00L 117.79(11) . . ?
C00G C00B C004 121.90(11) . . ?
C00L C00B C004 120.27(11) . . ?
C00D C00C H00C 120.9 . . ?
C005 C00C H00C 120.9 . . ?
C005 C00C C00D 118.29(11) . . ?
C00C C00D C00N 122.27(12) . . ?
C00J C00D C00C 120.65(12) . . ?
C00J C00D C00N 117.08(11) . . ?
C00W C00E H00E 119.7 . . ?
C009 C00E H00E 119.7 . . ?
C009 C00E C00W 120.61(13) . . ?
O002 C00F C00T 122.88(12) . . ?
O002 C00F C006 120.59(12) . . ?
C00T C00F C006 116.38(11) . . ?
C00B C00G H00G 119.6 . . ?
C00M C00G C00B 120.78(12) . . ?
C00M C00G H00G 119.6 . . ?
C00A C00H H00H 119.9 . . ?
C00O C00H C00A 120.26(12) . . ?
C00O C00H H00H 119.9 . . ?
C00A C00I H00I 119.8 . . ?
C00R C00I C00A 120.44(12) . . ?
C00R C00I H00I 119.8 . . ?
C00D C00J H00J 119.6 . . ?
C00K C00J C00D 120.90(12) . . ?
C00K C00J H00J 119.6 . . ?
C00J C00K H00K 120.8 . . ?
C008 C00K C00J 118.38(12) . . ?
C008 C00K H00K 120.8 . . ?
C00B C00L H00L 119.4 . . ?
C00V C00L C00B 121.15(12) . . ?
C00V C00L H00L 119.4 . . ?
C00G C00M H00M 119.7 . . ?
C00Q C00M C00G 120.56(12) . . ?
C00Q C00M H00M 119.7 . . ?
O001 C00N C00D 112.85(11) . . ?
O003 C00N O001 123.47(12) . . ?
O003 C00N C00D 123.68(12) . . ?
C00H C00O H00O 119.8 . . ?
C00H C00O C00S 120.35(13) . . ?
C00S C00O H00O 119.8 . . ?
C00Y C00P C00U 121.10(13) . . ?
C00Y C00P C009 119.17(13) . . ?
C009 C00P C00U 119.68(12) . . ?
C00M C00Q H00Q 120.2 . . ?
C00M C00Q C00V 119.52(12) . . ?
C00V C00Q H00Q 120.2 . . ?
C00I C00R H00R 120.0 . . ?
C00S C00R C00I 120.05(12) . . ?
C00S C00R H00R 120.0 . . ?
C00O C00S H00S 120.0 . . ?
C00R C00S C00O 119.91(12) . . ?
C00R C00S H00S 120.0 . . ?
C00F C00T H00T 119.1 . . ?
C00U C00T C00F 121.78(12) . . ?
C00U C00T H00T 119.1 . . ?
C00P C00U H00U 118.4 . . ?
C00T C00U C00P 123.15(12) . . ?
C00T C00U H00U 118.4 . . ?
C00L C00V C00Q 120.12(12) . . ?
C00L C00V H00V 119.9 . . ?
C00Q C00V H00V 119.9 . . ?
C00E C00W H00W 120.0 . . ?
C00Z C00W C00E 119.96(14) . . ?
C00Z C00W H00W 120.0 . . ?
O001 C00X H00A 109.5 . . ?
O001 C00X H00B 109.5 . . ?
O001 C00X H00D 109.5 . . ?
H00A C00X H00B 109.5 . . ?
H00A C00X H00D 109.5 . . ?
H00B C00X H00D 109.5 . . ?
C00P C00Y H00Y 119.7 . . ?
C00Z C00Y C00P 120.58(14) . . ?
C00Z C00Y H00Y 119.7 . . ?
C00W C00Z H00Z 119.9 . . ?
C00Y C00Z C00W 120.22(13) . . ?
C00Y C00Z H00Z 119.9 . . ?
C00B C004 C006 122.34(10) . . ?
C007 C004 C00B 127.27(11) . . ?
C007 C004 C006 110.38(10) . . ?
C00C C005 C007 130.67(11) . . ?
C00C C005 C008 120.43(11) . . ?
C008 C005 C007 108.90(11) . . ?
C004 C006 C00F 110.83(10) . . ?
C004 C006 C008 102.03(9) . . ?
C008 C006 C00F 102.21(9) . . ?
C009 C006 C00F 113.69(10) . . ?
C009 C006 C004 115.97(10) . . ?
C009 C006 C008 110.56(10) . . ?
C004 C007 C00A 128.08(11) . . ?
C004 C007 C005 109.57(10) . . ?
C005 C007 C00A 122.13(10) . . ?
C00K C008 C005 121.32(11) . . ?
C00K C008 C006 129.93(11) . . ?
C005 C008 C006 108.70(10) . . ?
C00E C009 C00P 119.44(12) . . ?
C00E C009 C006 120.62(11) . . ?
C00P C009 C006 119.81(11) . . ?
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
O001 C00N 1.3370(16) . ?
O001 C00X 1.4520(17) . ?
O002 C00F 1.2154(16) . ?
O003 C00N 1.2076(17) . ?
C00A C00H 1.3971(18) . ?
C00A C00I 1.3904(18) . ?
C00A C007 1.4787(16) . ?
C00B C00G 1.3989(17) . ?
C00B C00L 1.4016(18) . ?
C00B C004 1.4709(17) . ?
C00C H00C 0.9500 . ?
C00C C00D 1.3964(17) . ?
C00C C005 1.3918(18) . ?
C00D C00J 1.3959(19) . ?
C00D C00N 1.4904(18) . ?
C00E H00E 0.9500 . ?
C00E C00W 1.3894(19) . ?
C00E C009 1.3849(17) . ?
C00F C00T 1.4593(19) . ?
C00F C006 1.5564(16) . ?
C00G H00G 0.9500 . ?
C00G C00M 1.3852(18) . ?
C00H H00H 0.9500 . ?
C00H C00O 1.3819(18) . ?
C00I H00I 0.9500 . ?
C00I C00R 1.3900(19) . ?
C00J H00J 0.9500 . ?
C00J C00K 1.3885(19) . ?
C00K H00K 0.9500 . ?
C00K C008 1.3809(17) . ?
C00L H00L 0.9500 . ?
C00L C00V 1.3826(19) . ?
C00M H00M 0.9500 . ?
C00M C00Q 1.3819(19) . ?
C00O H00O 0.9500 . ?
C00O C00S 1.385(2) . ?
C00P C00U 1.454(2) . ?
C00P C00Y 1.399(2) . ?
C00P C009 1.4039(17) . ?
C00Q H00Q 0.9500 . ?
C00Q C00V 1.387(2) . ?
C00R H00R 0.9500 . ?
C00R C00S 1.381(2) . ?
C00S H00S 0.9500 . ?
C00T H00T 0.9500 . ?
C00T C00U 1.333(2) . ?
C00U H00U 0.9500 . ?
C00V H00V 0.9500 . ?
C00W H00W 0.9500 . ?
C00W C00Z 1.380(2) . ?
C00X H00A 0.9800 . ?
C00X H00B 0.9800 . ?
C00X H00D 0.9800 . ?
C00Y H00Y 0.9500 . ?
C00Y C00Z 1.376(2) . ?
C00Z H00Z 0.9500 . ?
C004 C006 1.5244(16) . ?
C004 C007 1.3566(17) . ?
C005 C007 1.4693(16) . ?
C005 C008 1.3980(17) . ?
C006 C008 1.5343(17) . ?
C006 C009 1.5162(16) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168352451
