#------------------------------------------------------------------------------
#$Date: 2022-07-06 11:21:52 +0300 (Wed, 06 Jul 2022) $
#$Revision: 276646 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/15/7061528.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_7061528
loop_
_publ_author_name
'Liu, Xueyan'
'Sun, Jing'
'Yan, Chao-Guo'
_publ_section_title
;
 Convenient construction of polycyclic architectures via multicomponent
 reaction of amino acids, dialkyl but-2-ynedioates and
 2-(o-hydroxyarylidene)-1,3-indanediones
;
_journal_issue                   24
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              11877
_journal_page_last               11882
_journal_paper_doi               10.1039/D2NJ01135B
_journal_volume                  46
_journal_year                    2022
_chemical_formula_moiety         'C26 H22 Cl N O6'
_chemical_formula_sum            'C26 H22 Cl N O6'
_chemical_formula_weight         479.89
_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_Hall           '-P 2n 2ab'
_space_group_name_H-M_alt        'P b c n'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2022-05-18 deposited with the CCDC.	2022-05-20 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   32.278(6)
_cell_length_b                   11.396(2)
_cell_length_c                   12.247(2)
_cell_measurement_reflns_used    9425
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      24.69
_cell_measurement_theta_min      2.52
_cell_volume                     4504.9(14)
_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-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1147
_diffrn_reflns_av_unetI/netI     0.0635
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       36
_diffrn_reflns_limit_h_min       -38
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            32668
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        24.999
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         2.522
_exptl_absorpt_coefficient_mu    0.214
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.5047
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.415
_exptl_crystal_description       block
_exptl_crystal_F_000             2000
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.200
_refine_diff_density_max         0.309
_refine_diff_density_min         -0.324
_refine_diff_density_rms         0.062
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     308
_refine_ls_number_reflns         3952
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.1084
_refine_ls_R_factor_gt           0.0770
_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)+(0.0619P)²+10.3883P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1764
_refine_ls_wR_factor_ref         0.1870
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2782
_reflns_number_total             3952
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2nj01135b2.cif
_cod_data_source_block           6g
_cod_depositor_comments
'Adding full bibliography for 7061522--7061528.cif.'
_cod_original_cell_volume        4504.7(15)
_cod_database_code               7061528
_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_min   0.950
_shelx_estimated_absorpt_t_max   0.958
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, z'
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
C1 C 0.29177(12) 0.8234(3) 0.0667(4) 0.0380(10) Uani 1 1 d . . . . .
C2 C 0.25601(13) 0.7847(4) 0.1154(4) 0.0498(12) Uani 1 1 d . . . . .
H2 H 0.2442 0.7138 0.0940 0.060 Uiso 1 1 calc R U . . .
C3 C 0.23758(14) 0.8510(4) 0.1960(4) 0.0541(13) Uani 1 1 d . . . . .
H3 H 0.2133 0.8254 0.2293 0.065 Uiso 1 1 calc R U . . .
C4 C 0.25581(13) 0.9569(4) 0.2270(4) 0.0473(11) Uani 1 1 d . . . . .
C5 C 0.29269(12) 0.9935(4) 0.1804(3) 0.0393(10) Uani 1 1 d . . . . .
H5 H 0.3051 1.0629 0.2035 0.047 Uiso 1 1 calc R U . . .
C6 C 0.31131(11) 0.9264(3) 0.0989(3) 0.0325(9) Uani 1 1 d . . . . .
C7 C 0.34944(12) 0.9642(3) 0.0378(3) 0.0329(9) Uani 1 1 d . . . . .
H7 H 0.3660 1.0168 0.0837 0.039 Uiso 1 1 calc R U . . .
C8 C 0.37643(11) 0.8619(3) -0.0019(3) 0.0288(8) Uani 1 1 d . . . . .
C9 C 0.40752(12) 0.8183(3) 0.0825(3) 0.0351(9) Uani 1 1 d . . . . .
C10 C 0.39855(13) 0.6934(3) 0.1059(3) 0.0369(10) Uani 1 1 d . . . . .
C11 C 0.41698(14) 0.6199(4) 0.1822(4) 0.0502(12) Uani 1 1 d . . . . .
H11 H 0.4387 0.6458 0.2258 0.060 Uiso 1 1 calc R U . . .
C12 C 0.40176(16) 0.5063(4) 0.1910(4) 0.0569(13) Uani 1 1 d . . . . .
H12 H 0.4135 0.4552 0.2414 0.068 Uiso 1 1 calc R U . . .
C13 C 0.36983(17) 0.4682(4) 0.1270(5) 0.0628(14) Uani 1 1 d . . . . .
H13 H 0.3599 0.3922 0.1360 0.075 Uiso 1 1 calc R U . . .
C14 C 0.35181(16) 0.5402(4) 0.0491(4) 0.0526(12) Uani 1 1 d . . . . .
H14 H 0.3306 0.5130 0.0044 0.063 Uiso 1 1 calc R U . . .
C15 C 0.36657(13) 0.6543(3) 0.0399(3) 0.0379(10) Uani 1 1 d . . . . .
C16 C 0.35045(12) 0.7512(3) -0.0317(3) 0.0350(9) Uani 1 1 d . . . . .
C17 C 0.33820(12) 1.0268(3) -0.0703(3) 0.0330(9) Uani 1 1 d . . . . .
H17 H 0.3150 0.9865 -0.1058 0.040 Uiso 1 1 calc R U . . .
C18 C 0.32870(14) 1.1590(3) -0.0597(4) 0.0461(11) Uani 1 1 d . . . . .
H18A H 0.3028 1.1785 -0.0956 0.055 Uiso 1 1 calc R U . . .
H18B H 0.3270 1.1821 0.0164 0.055 Uiso 1 1 calc R U . . .
C19 C 0.36495(16) 1.2185(4) -0.1159(5) 0.0624(14) Uani 1 1 d . . . . .
H19A H 0.3577 1.2406 -0.1900 0.075 Uiso 1 1 calc R U . . .
H19B H 0.3734 1.2882 -0.0762 0.075 Uiso 1 1 calc R U . . .
C20 C 0.39906(14) 1.1273(3) -0.1155(4) 0.0478(11) Uani 1 1 d . . . . .
H20A H 0.4195 1.1430 -0.1717 0.057 Uiso 1 1 calc R U . . .
H20B H 0.4127 1.1232 -0.0451 0.057 Uiso 1 1 calc R U . . .
C21 C 0.37814(12) 0.8135(3) -0.1959(4) 0.0367(9) Uani 1 1 d . . . . .
C22 C 0.39496(12) 0.9053(3) -0.1142(3) 0.0321(9) Uani 1 1 d . . . . .
C23 C 0.44217(12) 0.9107(3) -0.1261(4) 0.0407(10) Uani 1 1 d . . . . .
H23A H 0.4488 0.9437 -0.1970 0.049 Uiso 1 1 calc R U . . .
H23B H 0.4531 0.9634 -0.0710 0.049 Uiso 1 1 calc R U . . .
C24 C 0.46331(13) 0.7941(4) -0.1153(3) 0.0420(10) Uani 1 1 d . . . . .
C25 C 0.52772(15) 0.6988(5) -0.0861(5) 0.0629(14) Uani 1 1 d . . . . .
H25A H 0.5566 0.7145 -0.1021 0.076 Uiso 1 1 calc R U . . .
H25B H 0.5180 0.6406 -0.1379 0.076 Uiso 1 1 calc R U . . .
C26 C 0.52416(17) 0.6511(5) 0.0258(5) 0.0744(16) Uani 1 1 d . . . . .
H26A H 0.5307 0.7115 0.0777 0.112 Uiso 1 1 calc R U . . .
H26B H 0.5431 0.5868 0.0344 0.112 Uiso 1 1 calc R U . . .
H26C H 0.4964 0.6241 0.0379 0.112 Uiso 1 1 calc R U . . .
Cl1 Cl 0.23205(4) 1.04424(13) 0.32531(12) 0.0718(5) Uani 1 1 d . . . . .
N1 N 0.37542(10) 1.0190(2) -0.1390(3) 0.0344(8) Uani 1 1 d . . . . .
O1 O 0.30663(8) 0.7612(2) -0.0221(2) 0.0413(7) Uani 1 1 d . . . . .
O2 O 0.35577(9) 0.7288(2) -0.1455(2) 0.0407(7) Uani 1 1 d . . . . .
O3 O 0.43447(9) 0.8785(3) 0.1232(2) 0.0482(8) Uani 1 1 d . . . . .
O4 O 0.38254(10) 0.8135(2) -0.2927(2) 0.0463(8) Uani 1 1 d . . . . .
O5 O 0.44608(9) 0.7011(3) -0.1230(3) 0.0547(8) Uani 1 1 d . . . . .
O6 O 0.50382(9) 0.8067(3) -0.0997(3) 0.0585(9) 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 0.0033 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'
Cl Cl 0.1484 0.1585 '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
C2 C1 O1 117.9(4) . . ?
C2 C1 C6 122.0(4) . . ?
O1 C1 C6 119.9(3) . . ?
C1 C2 C3 119.9(4) . . ?
C1 C2 H2 120.1 . . ?
C3 C2 H2 120.1 . . ?
C2 C3 C4 119.1(4) . . ?
C2 C3 H3 120.4 . . ?
C4 C3 H3 120.4 . . ?
C5 C4 C3 120.8(4) . . ?
C5 C4 Cl1 119.4(4) . . ?
C3 C4 Cl1 119.8(3) . . ?
C4 C5 C6 120.0(4) . . ?
C4 C5 H5 120.0 . . ?
C6 C5 H5 120.0 . . ?
C1 C6 C5 118.1(4) . . ?
C1 C6 C7 118.2(4) . . ?
C5 C6 C7 123.5(3) . . ?
C6 C7 C8 113.8(3) . . ?
C6 C7 C17 111.5(3) . . ?
C8 C7 C17 102.2(3) . . ?
C6 C7 H7 109.7 . . ?
C8 C7 H7 109.7 . . ?
C17 C7 H7 109.7 . . ?
C9 C8 C7 114.0(3) . . ?
C9 C8 C16 104.5(3) . . ?
C7 C8 C16 112.6(3) . . ?
C9 C8 C22 116.3(3) . . ?
C7 C8 C22 104.6(3) . . ?
C16 C8 C22 104.7(3) . . ?
O3 C9 C10 127.1(4) . . ?
O3 C9 C8 124.5(4) . . ?
C10 C9 C8 108.4(3) . . ?
C15 C10 C11 121.2(4) . . ?
C15 C10 C9 110.0(3) . . ?
C11 C10 C9 128.8(4) . . ?
C10 C11 C12 117.6(5) . . ?
C10 C11 H11 121.2 . . ?
C12 C11 H11 121.2 . . ?
C13 C12 C11 121.2(4) . . ?
C13 C12 H12 119.4 . . ?
C11 C12 H12 119.4 . . ?
C12 C13 C14 121.6(4) . . ?
C12 C13 H13 119.2 . . ?
C14 C13 H13 119.2 . . ?
C13 C14 C15 117.7(5) . . ?
C13 C14 H14 121.1 . . ?
C15 C14 H14 121.1 . . ?
C10 C15 C14 120.7(4) . . ?
C10 C15 C16 111.2(3) . . ?
C14 C15 C16 128.0(4) . . ?
O1 C16 O2 102.4(3) . . ?
O1 C16 C15 110.7(3) . . ?
O2 C16 C15 113.4(3) . . ?
O1 C16 C8 116.8(3) . . ?
O2 C16 C8 108.0(3) . . ?
C15 C16 C8 105.8(3) . . ?
N1 C17 C18 105.6(3) . . ?
N1 C17 C7 105.7(3) . . ?
C18 C17 C7 115.1(3) . . ?
N1 C17 H17 110.0 . . ?
C18 C17 H17 110.0 . . ?
C7 C17 H17 110.0 . . ?
C19 C18 C17 104.2(3) . . ?
C19 C18 H18A 110.9 . . ?
C17 C18 H18A 110.9 . . ?
C19 C18 H18B 110.9 . . ?
C17 C18 H18B 110.9 . . ?
H18A C18 H18B 108.9 . . ?
C20 C19 C18 104.6(3) . . ?
C20 C19 H19A 110.8 . . ?
C18 C19 H19A 110.8 . . ?
C20 C19 H19B 110.8 . . ?
C18 C19 H19B 110.8 . . ?
H19A C19 H19B 108.9 . . ?
N1 C20 C19 101.3(4) . . ?
N1 C20 H20A 111.5 . . ?
C19 C20 H20A 111.5 . . ?
N1 C20 H20B 111.5 . . ?
C19 C20 H20B 111.5 . . ?
H20A C20 H20B 109.3 . . ?
O4 C21 O2 121.1(4) . . ?
O4 C21 C22 126.9(4) . . ?
O2 C21 C22 112.0(3) . . ?
N1 C22 C23 111.8(3) . . ?
N1 C22 C21 108.1(3) . . ?
C23 C22 C21 108.3(3) . . ?
N1 C22 C8 107.1(3) . . ?
C23 C22 C8 118.2(3) . . ?
C21 C22 C8 102.6(3) . . ?
C24 C23 C22 114.1(3) . . ?
C24 C23 H23A 108.7 . . ?
C22 C23 H23A 108.7 . . ?
C24 C23 H23B 108.7 . . ?
C22 C23 H23B 108.7 . . ?
H23A C23 H23B 107.6 . . ?
O5 C24 O6 124.2(4) . . ?
O5 C24 C23 124.4(4) . . ?
O6 C24 C23 111.4(4) . . ?
O6 C25 C26 112.0(4) . . ?
O6 C25 H25A 109.2 . . ?
C26 C25 H25A 109.2 . . ?
O6 C25 H25B 109.2 . . ?
C26 C25 H25B 109.2 . . ?
H25A C25 H25B 107.9 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C17 N1 C22 106.6(3) . . ?
C17 N1 C20 105.1(3) . . ?
C22 N1 C20 118.2(3) . . ?
C1 O1 C16 116.7(3) . . ?
C21 O2 C16 112.4(3) . . ?
C24 O6 C25 116.4(4) . . ?
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
C1 C2 1.372(6) . ?
C1 O1 1.384(5) . ?
C1 C6 1.389(5) . ?
C2 C3 1.378(7) . ?
C2 H2 0.9300 . ?
C3 C4 1.395(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.384(6) . ?
C4 Cl1 1.740(5) . ?
C5 C6 1.394(6) . ?
C5 H5 0.9300 . ?
C6 C7 1.504(5) . ?
C7 C8 1.535(5) . ?
C7 C17 1.547(5) . ?
C7 H7 0.9800 . ?
C8 C9 1.524(5) . ?
C8 C16 1.558(5) . ?
C8 C22 1.579(5) . ?
C9 O3 1.214(5) . ?
C9 C10 1.481(5) . ?
C10 C15 1.385(6) . ?
C10 C11 1.388(6) . ?
C11 C12 1.389(7) . ?
C11 H11 0.9300 . ?
C12 C13 1.366(7) . ?
C12 H12 0.9300 . ?
C13 C14 1.386(7) . ?
C13 H13 0.9300 . ?
C14 C15 1.389(6) . ?
C14 H14 0.9300 . ?
C15 C16 1.504(5) . ?
C16 O1 1.424(5) . ?
C16 O2 1.427(5) . ?
C17 N1 1.469(5) . ?
C17 C18 1.543(5) . ?
C17 H17 0.9800 . ?
C18 C19 1.517(6) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 C20 1.514(6) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 N1 1.479(5) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 O4 1.194(5) . ?
C21 O2 1.354(5) . ?
C21 C22 1.547(5) . ?
C22 N1 1.473(5) . ?
C22 C23 1.532(6) . ?
C23 C24 1.499(6) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C24 O5 1.201(5) . ?
C24 O6 1.329(5) . ?
C25 O6 1.462(6) . ?
C25 C26 1.478(8) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
