#------------------------------------------------------------------------------
#$Date: 2020-10-06 09:07:21 +0300 (Tue, 06 Oct 2020) $
#$Revision: 257234 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/70/7127018.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_7127018
loop_
_publ_author_name
'Wei, Shiqiang'
'Bao, Xiaoze'
'Wang, Wenyao'
'Nawaz, Shah'
'Dai, Qimin'
'Qu, Jingping'
'Wang, Baomin'
_publ_section_title
;
 Enantioselective construction of dispirotriheterocycles featuring a
 4-aminopyrazolone motif through a cascade Michael/cyclization process.
;
_journal_issue                   73
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              10690
_journal_page_last               10693
_journal_paper_doi               10.1039/d0cc04215c
_journal_volume                  56
_journal_year                    2020
_chemical_absolute_configuration unk
_chemical_formula_sum            'C36 H29 Br N4 O4 S'
_chemical_formula_weight         693.60
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2020-04-13 deposited with the CCDC.	2020-08-05 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.4627(13)
_cell_length_b                   10.6763(14)
_cell_length_c                   29.015(4)
_cell_measurement_reflns_used    5582
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      24.7135
_cell_measurement_theta_min      2.3674
_cell_volume                     3241.1(7)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0364
_diffrn_reflns_av_unetI/netI     0.0523
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            17760
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        24.999
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         2.033
_exptl_absorpt_coefficient_mu    1.379
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.421
_exptl_crystal_description       block
_exptl_crystal_F_000             1424
_exptl_crystal_size_max          0.320
_exptl_crystal_size_mid          0.280
_exptl_crystal_size_min          0.240
_exptl_transmission_factor_max   0.7456
_exptl_transmission_factor_min   0.5742
_refine_diff_density_max         0.580
_refine_diff_density_min         -0.556
_refine_diff_density_rms         0.043
_refine_ls_abs_structure_details
;
 Flack x determined using 1857 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.005(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.829
_refine_ls_hydrogen_treatment    'riding mode'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     415
_refine_ls_number_reflns         5728
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.829
_refine_ls_R_factor_all          0.0425
_refine_ls_R_factor_gt           0.0328
_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)+(0.0200P)²+2.5524P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0689
_refine_ls_wR_factor_ref         0.0720
_reflns_Friedel_coverage         0.761
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                4930
_reflns_number_total             5728
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0cc04215c2.cif
_cod_data_source_block           1
_cod_depositor_comments          'Adding full bibliography for 7127018.cif.'
_cod_original_cell_volume        3241.0(7)
_cod_database_code               7127018
_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   0.667
_shelx_estimated_absorpt_t_max   0.733
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -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
Br1 Br 0.84813(4) 0.05703(5) 0.96517(2) 0.05803(16) Uani 1 1 d . . . . .
S2 S 0.40173(10) 0.33223(9) 0.89917(3) 0.0350(2) Uani 1 1 d . . . . .
C1 C 0.4598(3) 0.0676(3) 0.94288(12) 0.0249(8) Uani 1 1 d . . . . .
N3 N 0.3461(3) -0.0562(3) 0.75064(10) 0.0358(7) Uani 1 1 d . . . . .
C3 C 0.3536(3) 0.0740(3) 0.90778(11) 0.0250(7) Uani 1 1 d . . . . .
C4 C 0.6682(3) 0.0627(3) 0.97488(13) 0.0339(9) Uani 1 1 d . . . . .
N2 N 0.3618(3) 0.1647(3) 0.83196(10) 0.0288(7) Uani 1 1 d . . . . .
O4 O 0.0986(3) 0.0486(3) 0.82078(9) 0.0527(8) Uani 1 1 d . . . . .
N1 N 0.2762(3) 0.0988(3) 0.98408(10) 0.0278(7) Uani 1 1 d . . . . .
O3 O 0.2428(3) -0.1720(3) 0.92196(9) 0.0456(7) Uani 1 1 d . . . . .
C9 C 0.3341(4) 0.0311(3) 0.82442(11) 0.0288(8) Uani 1 1 d . . . . .
C10 C 0.1227(4) -0.0495(4) 0.72554(12) 0.0345(9) Uani 1 1 d . . . . .
O1 O 0.1236(2) 0.0989(3) 0.92693(9) 0.0430(7) Uani 1 1 d . . . . .
N4 N 0.2182(3) -0.0234(3) 0.75952(10) 0.0350(8) Uani 1 1 d . . . . .
C13 C 0.5900(3) 0.0557(4) 0.93647(13) 0.0306(8) Uani 1 1 d . . . . .
H13A H 0.6241 0.0433 0.9072 0.037 Uiso 1 1 calc R U . . .
C14 C 0.3684(3) 0.1857(3) 0.87530(12) 0.0255(8) Uani 1 1 d . . . . .
C15 C 0.3514(4) -0.0336(3) 0.87214(11) 0.0287(8) Uani 1 1 d . . . . .
H15A H 0.4390 -0.0661 0.8718 0.034 Uiso 1 1 calc R U . . .
C16 C 0.4095(3) 0.0864(3) 0.98706(12) 0.0277(8) Uani 1 1 d . . . . .
C17 C 0.2335(3) 0.0907(3) 0.93929(12) 0.0270(8) Uani 1 1 d . . . . .
C18 C 0.1776(3) -0.0013(3) 1.05273(12) 0.0303(9) Uani 1 1 d . . . . .
C19 C 0.4877(4) 0.0929(4) 1.02497(13) 0.0353(9) Uani 1 1 d . . . . .
H19A H 0.4539 0.1045 1.0543 0.042 Uiso 1 1 calc R U . . .
C20 C 0.4133(4) -0.0254(3) 0.78603(12) 0.0298(8) Uani 1 1 d . . . . .
C21 C 0.1281(4) -0.1593(4) 0.70057(14) 0.0457(11) Uani 1 1 d . . . . .
H21A H 0.1929 -0.2171 0.7060 0.055 Uiso 1 1 calc R U . . .
C22 C 0.1916(4) 0.1156(3) 1.02405(12) 0.0315(9) Uani 1 1 d . . . . .
H22A H 0.1078 0.1413 1.0133 0.038 Uiso 1 1 calc R U . . .
H22B H 0.2252 0.1822 1.0433 0.038 Uiso 1 1 calc R U . . .
C23 C 0.5514(3) -0.0521(4) 0.78828(11) 0.0318(8) Uani 1 1 d . . . . .
C24 C 0.1988(4) 0.0203(4) 0.80330(13) 0.0329(9) Uani 1 1 d . . . . .
C25 C 0.2685(4) -0.1471(4) 0.87827(14) 0.0384(10) Uani 1 1 d . . . . .
C26 C 0.2210(5) -0.0070(4) 1.09762(14) 0.0475(11) Uani 1 1 d . . . . .
H26A H 0.2607 0.0625 1.1106 0.057 Uiso 1 1 calc R U . . .
C27 C -0.0590(5) -0.0979(5) 0.65955(16) 0.0577(14) Uani 1 1 d . . . . .
H27A H -0.1205 -0.1142 0.6372 0.069 Uiso 1 1 calc R U . . .
C28 C 0.5991(4) -0.1618(4) 0.76939(13) 0.0412(10) Uani 1 1 d . . . . .
H28A H 0.5440 -0.2171 0.7546 0.049 Uiso 1 1 calc R U . . .
C29 C 0.6358(4) 0.0293(4) 0.80984(14) 0.0423(10) Uani 1 1 d . . . . .
H29A H 0.6057 0.1041 0.8221 0.051 Uiso 1 1 calc R U . . .
C30 C 0.7283(4) -0.1898(5) 0.77235(15) 0.0506(12) Uani 1 1 d . . . . .
H30A H 0.7593 -0.2634 0.7593 0.061 Uiso 1 1 calc R U . . .
C31 C 0.6193(4) 0.0817(4) 1.01838(13) 0.0382(10) Uani 1 1 d . . . . .
H31A H 0.6743 0.0872 1.0435 0.046 Uiso 1 1 calc R U . . .
C32 C 0.0267(4) 0.0366(4) 0.71778(14) 0.0430(10) Uani 1 1 d . . . . .
H32A H 0.0234 0.1106 0.7346 0.052 Uiso 1 1 calc R U . . .
C33 C 0.8106(4) -0.1098(5) 0.79436(15) 0.0501(12) Uani 1 1 d . . . . .
H33A H 0.8969 -0.1296 0.7966 0.060 Uiso 1 1 calc R U . . .
C34 C 0.1677(6) -0.2860(4) 0.93049(18) 0.0635(15) Uani 1 1 d . . . . .
H34A H 0.1785 -0.3115 0.9623 0.076 Uiso 1 1 calc R U . . .
H34B H 0.1993 -0.3530 0.9110 0.076 Uiso 1 1 calc R U . . .
O2 O 0.2369(4) -0.2115(3) 0.84628(11) 0.0687(11) Uani 1 1 d . . . . .
C36 C 0.4183(5) 0.4276(4) 0.84848(14) 0.0488(11) Uani 1 1 d . . . . .
H36A H 0.4372 0.5122 0.8574 0.073 Uiso 1 1 calc R U . . .
H36B H 0.4866 0.3956 0.8298 0.073 Uiso 1 1 calc R U . . .
H36C H 0.3400 0.4259 0.8312 0.073 Uiso 1 1 calc R U . . .
C38 C 0.1024(6) -0.2132(5) 1.06120(18) 0.0721(17) Uani 1 1 d . . . . .
H38A H 0.0619 -0.2831 1.0488 0.087 Uiso 1 1 calc R U . . .
C39 C 0.7653(4) 0.0001(4) 0.81324(16) 0.0514(12) Uani 1 1 d . . . . .
H39A H 0.8209 0.0545 0.8282 0.062 Uiso 1 1 calc R U . . .
C40 C -0.0648(4) 0.0111(5) 0.68448(15) 0.0542(13) Uani 1 1 d . . . . .
H40A H -0.1303 0.0681 0.6790 0.065 Uiso 1 1 calc R U . . .
C41 C 0.2061(5) -0.1147(5) 1.12341(16) 0.0613(14) Uani 1 1 d . . . . .
H41A H 0.2356 -0.1168 1.1536 0.074 Uiso 1 1 calc R U . . .
C42 C 0.1495(6) -0.2164(5) 1.10547(17) 0.0623(14) Uani 1 1 d . . . . .
H42A H 0.1421 -0.2891 1.1230 0.075 Uiso 1 1 calc R U . . .
C45 C 0.0363(5) -0.1826(5) 0.66732(15) 0.0543(13) Uani 1 1 d . . . . .
H45A H 0.0395 -0.2563 0.6502 0.065 Uiso 1 1 calc R U . . .
C47 C 0.1156(5) -0.1052(4) 1.03512(17) 0.0578(13) Uani 1 1 d . . . . .
H47A H 0.0824 -0.1025 1.0054 0.069 Uiso 1 1 calc R U . . .
C201 C 0.0293(6) -0.2657(6) 0.9210(2) 0.0813(19) Uani 1 1 d . . . . .
H20A H -0.0169 -0.3418 0.9269 0.122 Uiso 1 1 calc R U . . .
H20B H -0.0026 -0.2004 0.9406 0.122 Uiso 1 1 calc R U . . .
H20C H 0.0182 -0.2420 0.8893 0.122 Uiso 1 1 calc R U . . .
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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 '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
C14 S2 C36 101.66(19) . . ?
C13 C1 C16 120.5(3) . . ?
C13 C1 C3 129.7(3) . . ?
C16 C1 C3 109.6(3) . . ?
C20 N3 N4 108.0(3) . . ?
C1 C3 C14 112.2(3) . . ?
C1 C3 C15 115.4(3) . . ?
C14 C3 C15 99.7(2) . . ?
C1 C3 C17 101.7(3) . . ?
C14 C3 C17 110.7(3) . . ?
C15 C3 C17 117.6(3) . . ?
C31 C4 C13 121.7(3) . . ?
C31 C4 Br1 120.5(3) . . ?
C13 C4 Br1 117.6(3) . . ?
C14 N2 C9 109.0(3) . . ?
C17 N1 C16 112.0(3) . . ?
C17 N1 C22 123.8(3) . . ?
C16 N1 C22 124.1(3) . . ?
C25 O3 C34 115.9(3) . . ?
N2 C9 C20 112.8(3) . . ?
N2 C9 C24 108.1(3) . . ?
C20 C9 C24 100.4(3) . . ?
N2 C9 C15 106.0(3) . . ?
C20 C9 C15 114.5(3) . . ?
C24 C9 C15 115.2(3) . . ?
C21 C10 C32 120.7(4) . . ?
C21 C10 N4 119.9(4) . . ?
C32 C10 N4 119.4(4) . . ?
C24 N4 N3 113.3(3) . . ?
C24 N4 C10 127.0(3) . . ?
N3 N4 C10 119.3(3) . . ?
C1 C13 C4 118.0(3) . . ?
N2 C14 C3 117.6(3) . . ?
N2 C14 S2 123.9(3) . . ?
C3 C14 S2 118.4(2) . . ?
C25 C15 C3 122.0(3) . . ?
C25 C15 C9 113.3(3) . . ?
C3 C15 C9 105.5(3) . . ?
C19 C16 C1 121.1(3) . . ?
C19 C16 N1 129.6(3) . . ?
C1 C16 N1 109.3(3) . . ?
O1 C17 N1 125.8(3) . . ?
O1 C17 C3 126.9(3) . . ?
N1 C17 C3 107.3(3) . . ?
C47 C18 C26 117.9(4) . . ?
C47 C18 C22 120.4(3) . . ?
C26 C18 C22 121.7(4) . . ?
C16 C19 C31 118.3(4) . . ?
N3 C20 C23 121.4(3) . . ?
N3 C20 C9 112.9(3) . . ?
C23 C20 C9 125.5(3) . . ?
C10 C21 C45 119.4(4) . . ?
N1 C22 C18 113.1(3) . . ?
C29 C23 C28 118.6(4) . . ?
C29 C23 C20 121.5(4) . . ?
C28 C23 C20 119.9(4) . . ?
O4 C24 N4 127.3(4) . . ?
O4 C24 C9 127.7(3) . . ?
N4 C24 C9 104.9(3) . . ?
O2 C25 O3 124.7(4) . . ?
O2 C25 C15 122.0(4) . . ?
O3 C25 C15 113.2(3) . . ?
C41 C26 C18 120.7(4) . . ?
C45 C27 C40 120.5(4) . . ?
C30 C28 C23 120.6(4) . . ?
C23 C29 C39 120.7(4) . . ?
C33 C30 C28 120.4(4) . . ?
C4 C31 C19 120.3(3) . . ?
C10 C32 C40 119.0(4) . . ?
C30 C33 C39 120.0(4) . . ?
O3 C34 C201 111.6(4) . . ?
C42 C38 C47 119.6(5) . . ?
C29 C39 C33 119.8(4) . . ?
C27 C40 C32 120.2(5) . . ?
C42 C41 C26 120.9(4) . . ?
C41 C42 C38 120.0(4) . . ?
C27 C45 C21 120.2(5) . . ?
C38 C47 C18 120.8(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
Br1 C4 1.904(4) . ?
S2 C14 1.746(4) . ?
S2 C36 1.797(4) . ?
C1 C13 1.381(5) . ?
C1 C16 1.400(5) . ?
C1 C3 1.508(5) . ?
N3 C20 1.287(4) . ?
N3 N4 1.406(4) . ?
C3 C14 1.528(5) . ?
C3 C15 1.546(5) . ?
C3 C17 1.565(5) . ?
C4 C31 1.377(5) . ?
C4 C13 1.385(5) . ?
N2 C14 1.279(4) . ?
N2 C9 1.472(5) . ?
O4 C24 1.204(5) . ?
N1 C17 1.377(5) . ?
N1 C16 1.404(4) . ?
N1 C22 1.470(4) . ?
O3 C25 1.323(5) . ?
O3 C34 1.469(5) . ?
C9 C20 1.514(5) . ?
C9 C24 1.547(5) . ?
C9 C15 1.558(5) . ?
C10 C21 1.379(6) . ?
C10 C32 1.380(6) . ?
C10 N4 1.431(5) . ?
O1 C17 1.207(4) . ?
N4 C24 1.368(5) . ?
C15 C25 1.501(5) . ?
C16 C19 1.373(5) . ?
C18 C47 1.382(6) . ?
C18 C26 1.381(5) . ?
C18 C22 1.507(5) . ?
C19 C31 1.395(6) . ?
C20 C23 1.474(5) . ?
C21 C45 1.384(6) . ?
C23 C29 1.388(6) . ?
C23 C28 1.386(6) . ?
C25 O2 1.201(5) . ?
C26 C41 1.381(6) . ?
C27 C45 1.365(7) . ?
C27 C40 1.371(7) . ?
C28 C30 1.387(6) . ?
C29 C39 1.393(6) . ?
C30 C33 1.371(7) . ?
C32 C40 1.387(6) . ?
C33 C39 1.378(6) . ?
C34 C201 1.490(8) . ?
C38 C42 1.376(7) . ?
C38 C47 1.387(7) . ?
C41 C42 1.342(7) . ?
