#------------------------------------------------------------------------------
#$Date: 2016-02-16 03:10:39 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176453 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/38/7153861.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_7153861
loop_
_publ_author_name
'Srivastava, Abhijeet'
'Shukla, Gaurav'
'Nagaraju, Anugula'
'Verma, Girijesh Kumar'
'Raghuvanshi, Keshav'
'Jones, Raymond C. F.'
'Singh, Maya Shankar'
_publ_section_title
;
 In(OTf)3-catalysed one-pot versatile pyrrole synthesis through domino
 annulation of α-oxoketene-N,S-acetals with nitroolefins.
;
_journal_issue                   29
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              5484
_journal_page_last               5491
_journal_paper_doi               10.1039/c4ob00781f
_journal_volume                  12
_journal_year                    2014
_chemical_formula_sum            'C20.25 H20.25 N2.25 O4.5 S0'
_chemical_formula_weight         367.14
_chemical_name_systematic
;
?
;
_space_group_IT_number           19
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.000(5)
_cell_angle_beta                 90.000(5)
_cell_angle_gamma                90.000(5)
_cell_formula_units_Z            4
_cell_length_a                   9.259(5)
_cell_length_b                   13.478(5)
_cell_length_c                   15.399(5)
_cell_measurement_temperature    293(2)
_cell_volume                     1921.7(14)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.865
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0274
_diffrn_reflns_av_sigmaI/netI    0.0516
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            6420
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         29.12
_diffrn_reflns_theta_min         3.30
_exptl_absorpt_coefficient_mu    0.091
_exptl_crystal_density_diffrn    1.269
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             774
_refine_diff_density_max         0.417
_refine_diff_density_min         -0.438
_refine_diff_density_rms         0.065
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.99(14)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.586
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         3992
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.586
_refine_ls_R_factor_all          0.0764
_refine_ls_R_factor_gt           0.0568
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1438P)²+8.0098P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1476
_refine_ls_wR_factor_ref         0.1767
_reflns_number_gt                3146
_reflns_number_total             3992
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            c4ob00781f2.cif
_cod_data_source_block           sai-ab-07
_cod_depositor_comments
'Adding full bibliography for 7153861--7153862.cif.'
_cod_original_formula_sum        'C20.25 H20.25 N2.25 O4.50 S0'
_cod_database_code               7153861
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
S101 S 1.09544(14) 0.21496(9) 0.02674(7) 0.0527(3) Uani 1 1 d .
S105 S 0.99380(16) 0.57389(9) 0.20481(9) 0.0609(4) Uani 1 1 d .
O003 O 1.1082(3) 0.3698(2) 0.2032(2) 0.0473(7) Uani 1 1 d .
C200 C 0.7652(4) 0.4892(2) 0.1334(2) 0.0335(8) Uani 1 1 d .
H200 H 0.7009 0.4434 0.1100 0.040 Uiso 1 1 calc R
N005 N 0.8454(4) 0.1382(2) 0.0949(2) 0.0357(7) Uani 1 1 d .
C006 C 0.7679(4) 0.2494(3) 0.1913(2) 0.0325(7) Uani 1 1 d .
C007 C 0.8522(4) 0.0504(3) 0.0423(2) 0.0357(8) Uani 1 1 d .
C008 C 0.9095(5) 0.4697(3) 0.1690(2) 0.0369(8) Uani 1 1 d .
C009 C 0.5309(5) 0.3053(3) 0.2518(3) 0.0474(10) Uani 1 1 d .
H009 H 0.4855 0.2793 0.2030 0.057 Uiso 1 1 calc R
C010 C 0.9021(4) 0.2827(3) 0.1564(2) 0.0339(7) Uani 1 1 d .
C011 C 0.9833(4) 0.3739(3) 0.1779(2) 0.0342(8) Uani 1 1 d .
C012 C 0.6638(7) 0.3856(4) 0.3961(3) 0.0585(13) Uani 1 1 d .
H012 H 0.7083 0.4129 0.4447 0.070 Uiso 1 1 calc R
C013 C 0.9478(4) 0.2123(3) 0.0969(2) 0.0355(8) Uani 1 1 d .
C014 C 0.8310(6) 0.0583(3) -0.0459(3) 0.0528(12) Uani 1 1 d .
H014 H 0.8110 0.1196 -0.0708 0.063 Uiso 1 1 calc R
C015 C 0.7463(5) 0.3405(3) 0.3323(3) 0.0423(9) Uani 1 1 d .
H015 H 0.8463 0.3383 0.3380 0.051 Uiso 1 1 calc R
C016 C 0.7384(4) 0.1604(3) 0.1526(2) 0.0348(8) Uani 1 1 d .
H016 H 0.6581 0.1211 0.1639 0.042 Uiso 1 1 calc R
C017 C 0.6809(4) 0.2985(3) 0.2599(2) 0.0353(8) Uani 1 1 d .
C018 C 0.7446(6) 0.5953(4) 0.1426(3) 0.0574(12) Uani 1 1 d .
H018 H 0.6610 0.6270 0.1238 0.069 Uiso 1 1 calc R
C019 C 0.8690(5) -0.1156(4) -0.0595(3) 0.0566(13) Uani 1 1 d .
H019 H 0.8762 -0.1721 -0.0939 0.068 Uiso 1 1 calc R
C020 C 0.8397(6) -0.0255(4) -0.0969(3) 0.0617(14) Uani 1 1 d .
H020 H 0.8257 -0.0209 -0.1566 0.074 Uiso 1 1 calc R
C021 C 0.8799(6) -0.0387(3) 0.0806(3) 0.0526(11) Uani 1 1 d .
H021 H 0.8931 -0.0431 0.1404 0.063 Uiso 1 1 calc R
C022 C 0.4501(6) 0.3503(4) 0.3155(4) 0.0681(15) Uani 1 1 d .
H022 H 0.3503 0.3538 0.3098 0.082 Uiso 1 1 calc R
C023 C 1.2310(6) 0.1543(5) 0.0890(5) 0.086(2) Uani 1 1 d .
H02A H 1.3190 0.1514 0.0561 0.129 Uiso 1 1 calc R
H02B H 1.1999 0.0882 0.1027 0.129 Uiso 1 1 calc R
H02C H 1.2474 0.1905 0.1417 0.129 Uiso 1 1 calc R
C024 C 0.8531(6) 0.6444(3) 0.1796(3) 0.0586(13) Uani 1 1 d .
H024 H 0.8502 0.7122 0.1905 0.070 Uiso 1 1 calc R
C025 C 0.5157(7) 0.3900(4) 0.3875(4) 0.0688(15) Uani 1 1 d .
H025 H 0.4602 0.4200 0.4305 0.083 Uiso 1 1 calc R
C026 C 0.8879(7) -0.1225(3) 0.0290(4) 0.0645(14) Uani 1 1 d .
H026 H 0.9061 -0.1840 0.0543 0.077 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'
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C013 S101 C023 102.1(2)
C024 S105 C008 92.1(2)
C018 C200 C008 105.1(4)
C016 N005 C013 109.0(3)
C016 N005 C007 125.4(3)
C013 N005 C007 125.5(3)
C016 C006 C010 106.6(3)
C016 C006 C017 126.4(3)
C010 C006 C017 126.9(3)
C021 C007 C014 121.4(4)
C021 C007 N005 119.4(3)
C014 C007 N005 119.1(4)
C011 C008 C200 128.0(3)
C011 C008 S105 118.9(3)
C200 C008 S105 113.0(3)
C022 C009 C017 120.4(5)
C013 C010 C006 107.4(3)
C013 C010 C011 124.2(3)
C006 C010 C011 128.3(3)
O003 C011 C008 120.7(3)
O003 C011 C010 121.0(3)
C008 C011 C010 118.3(3)
C015 C012 C025 120.0(5)
C010 C013 N005 107.5(3)
C010 C013 S101 129.5(3)
N005 C013 S101 122.7(3)
C007 C014 C020 119.5(4)
C012 C015 C017 120.5(4)
C006 C016 N005 109.3(3)
C015 C017 C009 118.6(4)
C015 C017 C006 121.1(4)
C009 C017 C006 120.4(4)
C024 C018 C200 115.6(5)
C020 C019 C026 120.1(4)
C019 C020 C014 119.8(4)
C007 C021 C026 118.8(4)
C009 C022 C025 120.5(5)
C018 C024 S105 114.1(4)
C022 C025 C012 120.0(5)
C019 C026 C021 120.4(5)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S101 C013 1.743(4)
S101 C023 1.778(7)
S105 C024 1.659(5)
S105 C008 1.698(4)
O003 C011 1.222(5)
C200 C018 1.450(6)
C200 C008 1.469(6)
N005 C016 1.364(5)
N005 C013 1.377(5)
N005 C007 1.435(5)
C006 C016 1.367(5)
C006 C010 1.426(5)
C006 C017 1.484(5)
C007 C021 1.363(6)
C007 C014 1.376(6)
C008 C011 1.467(5)
C009 C022 1.374(7)
C009 C017 1.397(6)
C010 C013 1.385(5)
C010 C011 1.479(5)
C012 C015 1.385(6)
C012 C025 1.379(8)
C014 C020 1.378(6)
C015 C017 1.390(5)
C018 C024 1.331(7)
C019 C020 1.371(7)
C019 C026 1.378(7)
C021 C026 1.384(6)
C022 C025 1.374(8)
