#------------------------------------------------------------------------------
#$Date: 2024-12-06 17:01:43 +0200 (Fri, 06 Dec 2024) $
#$Revision: 296268 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/37/7133741.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_7133741
loop_
_publ_author_name
'Kar, Subhradeep'
'Maharana, Prabhat Kumar'
'Maity, Swagata'
'Trivedi, Vishal'
'Punniyamurthy, Tharmalingam'
_publ_section_title
;
 Copper-catalyzed (4+3)-cycloaddition of 4-indolylcarbinols with
 aziridines: stereoselective synthesis of azepinoindoles.
;
_journal_issue                   83
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              12008
_journal_page_last               12011
_journal_paper_doi               10.1039/d4cc03544e
_journal_volume                  60
_journal_year                    2024
_chemical_formula_moiety         'C31 H27 Br N2 O2 S'
_chemical_formula_sum            'C31 H27 Br N2 O2 S'
_chemical_formula_weight         571.51
_chemical_name_systematic        SK-N3-74
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2024-07-08 deposited with the CCDC.	2024-09-20 downloaded from the CCDC.
;
_cell_angle_alpha                92.585(4)
_cell_angle_beta                 105.246(4)
_cell_angle_gamma                95.304(4)
_cell_formula_units_Z            2
_cell_length_a                   8.3606(12)
_cell_length_b                   10.4276(16)
_cell_length_c                   15.974(2)
_cell_measurement_reflns_used    9973
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      25.99
_cell_measurement_theta_min      2.45
_cell_volume                     1334.4(3)
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_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  0.0296
_diffrn_reflns_av_unetI/netI     0.0209
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            26832
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        24.999
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         1.967
_exptl_absorpt_coefficient_mu    1.650
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6324
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.422
_exptl_crystal_description       block
_exptl_crystal_F_000             588
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: ACETONITRILE'
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.374
_refine_diff_density_min         -0.599
_refine_diff_density_rms         0.041
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.763
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     336
_refine_ls_number_reflns         4656
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.763
_refine_ls_R_factor_all          0.0403
_refine_ls_R_factor_gt           0.0329
_refine_ls_shift/su_max          0.021
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1000P)²+1.0493P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1025
_refine_ls_wR_factor_ref         0.1149
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4039
_reflns_number_total             4656
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4cc03544e2.cif
_cod_data_source_block           SK_TP_0m_a
_cod_depositor_comments
'Adding full bibliography for 7133740--7133741.cif.'
_cod_database_code               7133741
_shelx_shelxl_version_number     2018/3
_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.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -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
Br01 Br 1.04929(4) 0.73793(3) 0.67620(2) 0.07242(16) Uani 1 1 d . . . . .
S002 S 0.92205(7) 0.74238(5) 0.20256(4) 0.04065(16) Uani 1 1 d . . . . .
O003 O 0.8916(3) 0.84428(16) 0.14494(12) 0.0560(5) Uani 1 1 d . . . . .
O004 O 1.0786(2) 0.74372(19) 0.26600(12) 0.0574(5) Uani 1 1 d . . . . .
N005 N 0.7773(2) 0.73670(17) 0.25330(12) 0.0380(4) Uani 1 1 d . . . . .
N006 N 0.6973(2) 1.06406(19) 0.47644(12) 0.0434(4) Uani 1 1 d . . . . .
C007 C 0.6453(3) 0.94164(19) 0.24898(13) 0.0343(4) Uani 1 1 d . . . . .
H007 H 0.748181 0.980265 0.237591 0.041 Uiso 1 1 calc R U . . .
C008 C 0.7578(3) 0.8839(2) 0.41239(14) 0.0359(5) Uani 1 1 d . . . . .
C009 C 0.6252(3) 0.7984(2) 0.21732(14) 0.0370(5) Uani 1 1 d . . . . .
H00A H 0.533018 0.753729 0.234355 0.044 Uiso 1 1 calc R U . . .
H00B H 0.598746 0.790709 0.154303 0.044 Uiso 1 1 calc R U . . .
C00A C 0.6700(3) 0.9596(2) 0.34586(14) 0.0349(4) Uani 1 1 d . . . . .
C00B C 0.5049(3) 1.00668(19) 0.19337(13) 0.0359(5) Uani 1 1 d . . . . .
C00C C 0.8246(3) 0.7648(2) 0.41395(14) 0.0381(5) Uani 1 1 d . . . . .
C00D C 0.6362(3) 1.0662(2) 0.38807(14) 0.0408(5) Uani 1 1 d . . . . .
H00D H 0.579240 1.131800 0.360531 0.049 Uiso 1 1 calc R U . . .
C00E C 0.7742(3) 0.9546(2) 0.49329(14) 0.0407(5) Uani 1 1 d . . . . .
C00F C 0.7947(3) 0.6709(2) 0.33410(14) 0.0380(5) Uani 1 1 d . . . . .
H00F H 0.894079 0.624880 0.341923 0.046 Uiso 1 1 calc R U . . .
C00G C 0.3468(3) 0.9991(2) 0.20620(16) 0.0448(5) Uani 1 1 d . . . . .
H00G H 0.326208 0.958976 0.253732 0.054 Uiso 1 1 calc R U . . .
C00H C 0.8913(3) 0.5973(2) 0.13675(14) 0.0377(5) Uani 1 1 d . . . . .
C00I C 0.6463(3) 0.5684(2) 0.32522(16) 0.0408(5) Uani 1 1 d . . . . .
C00J C 0.9103(3) 0.7257(3) 0.49313(16) 0.0474(6) Uani 1 1 d . . . . .
H00J H 0.958189 0.648518 0.494919 0.057 Uiso 1 1 calc R U . . .
C00K C 0.9887(3) 0.4990(2) 0.16196(16) 0.0482(6) Uani 1 1 d . . . . .
H00K H 1.073632 0.508922 0.213535 0.058 Uiso 1 1 calc R U . . .
C00L C 0.8589(3) 0.9132(3) 0.57338(15) 0.0487(6) Uani 1 1 d . . . . .
H00L H 0.868463 0.960510 0.625569 0.058 Uiso 1 1 calc R U . . .
C00M C 0.9268(3) 0.7995(3) 0.57059(15) 0.0493(6) Uani 1 1 d . . . . .
C00N C 0.2185(3) 1.0515(3) 0.14788(19) 0.0550(6) Uani 1 1 d . . . . .
H00N H 0.112922 1.047158 0.157101 0.066 Uiso 1 1 calc R U . . .
C00O C 0.7662(3) 0.5822(3) 0.05929(17) 0.0518(6) Uani 1 1 d . . . . .
H00O H 0.701127 0.648917 0.041875 0.062 Uiso 1 1 calc R U . . .
C00P C 0.2472(4) 1.1096(3) 0.07685(18) 0.0592(7) Uani 1 1 d . . . . .
H00P H 0.161381 1.144209 0.038000 0.071 Uiso 1 1 calc R U . . .
C00Q C 0.5303(4) 1.0664(2) 0.12150(16) 0.0501(6) Uani 1 1 d . . . . .
H00Q H 0.635922 1.073146 0.112186 0.060 Uiso 1 1 calc R U . . .
C00R C 0.8339(3) 0.3675(2) 0.03284(18) 0.0513(6) Uani 1 1 d . . . . .
C00S C 0.7388(3) 0.4684(3) 0.00831(18) 0.0586(7) Uani 1 1 d . . . . .
H00S H 0.654880 0.458944 -0.043655 0.070 Uiso 1 1 calc R U . . .
C00T C 0.6801(4) 1.1618(3) 0.54019(17) 0.0573(7) Uani 1 1 d . . . . .
H00C H 0.643170 1.236871 0.511437 0.086 Uiso 1 1 calc R U . . .
H00E H 0.785853 1.184783 0.582044 0.086 Uiso 1 1 calc R U . . .
H00H H 0.599900 1.128396 0.569254 0.086 Uiso 1 1 calc R U . . .
C00U C 0.6123(4) 0.4710(2) 0.2593(2) 0.0578(7) Uani 1 1 d . . . . .
H00U H 0.678049 0.470184 0.220505 0.069 Uiso 1 1 calc R U . . .
C00V C 0.9586(4) 0.3854(3) 0.10972(19) 0.0563(7) Uani 1 1 d . . . . .
H00V H 1.024443 0.319055 0.126911 0.068 Uiso 1 1 calc R U . . .
C00W C 0.5449(4) 0.5676(3) 0.3807(2) 0.0645(8) Uani 1 1 d . . . . .
H00W H 0.564459 0.632050 0.425406 0.077 Uiso 1 1 calc R U . . .
C00X C 0.4024(4) 1.1160(3) 0.06369(18) 0.0628(8) Uani 1 1 d . . . . .
H00X H 0.421749 1.154251 0.015283 0.075 Uiso 1 1 calc R U . . .
C00Y C 0.3842(4) 0.3745(3) 0.3057(2) 0.0682(8) Uani 1 1 d . . . . .
H00Y H 0.297846 0.308924 0.299904 0.082 Uiso 1 1 calc R U . . .
C00Z C 0.4821(4) 0.3749(3) 0.2500(2) 0.0676(8) Uani 1 1 d . . . . .
H00Z H 0.461531 0.310079 0.205396 0.081 Uiso 1 1 calc R U . . .
C010 C 0.8024(4) 0.2436(3) -0.0240(2) 0.0771(10) Uani 1 1 d . . . . .
H01A H 0.868228 0.180602 0.006145 0.116 Uiso 1 1 calc R U . . .
H01B H 0.832602 0.259309 -0.076899 0.116 Uiso 1 1 calc R U . . .
H01C H 0.686378 0.211795 -0.037478 0.116 Uiso 1 1 calc R U . . .
C011 C 0.4135(4) 0.4708(3) 0.3701(3) 0.0790(10) Uani 1 1 d . . . . .
H011 H 0.344817 0.471956 0.407411 0.095 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'
Br Br -0.2901 2.4595 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O004 S002 O003 120.63(12) . . ?
O004 S002 N005 107.84(10) . . ?
O003 S002 N005 106.56(10) . . ?
O004 S002 C00H 107.10(11) . . ?
O003 S002 C00H 106.80(11) . . ?
N005 S002 C00H 107.28(10) . . ?
C00F N005 C009 119.41(17) . . ?
C00F N005 S002 121.42(15) . . ?
C009 N005 S002 119.18(15) . . ?
C00E N006 C00D 108.31(18) . . ?
C00E N006 C00T 126.6(2) . . ?
C00D N006 C00T 125.1(2) . . ?
C00A C007 C00B 115.98(17) . . ?
C00A C007 C009 111.87(17) . . ?
C00B C007 C009 109.10(17) . . ?
C00C C008 C00E 118.2(2) . . ?
C00C C008 C00A 135.5(2) . . ?
C00E C008 C00A 106.34(19) . . ?
N005 C009 C007 111.90(17) . . ?
C00D C00A C008 106.13(19) . . ?
C00D C00A C007 124.8(2) . . ?
C008 C00A C007 128.26(18) . . ?
C00Q C00B C00G 118.2(2) . . ?
C00Q C00B C007 118.7(2) . . ?
C00G C00B C007 122.8(2) . . ?
C00J C00C C008 118.4(2) . . ?
C00J C00C C00F 117.8(2) . . ?
C008 C00C C00F 123.6(2) . . ?
C00A C00D N006 111.1(2) . . ?
N006 C00E C00L 128.9(2) . . ?
N006 C00E C008 108.10(19) . . ?
C00L C00E C008 123.0(2) . . ?
N005 C00F C00C 112.64(17) . . ?
N005 C00F C00I 110.52(19) . . ?
C00C C00F C00I 112.86(18) . . ?
C00B C00G C00N 120.0(2) . . ?
C00K C00H C00O 120.0(2) . . ?
C00K C00H S002 120.72(18) . . ?
C00O C00H S002 119.24(17) . . ?
C00U C00I C00W 117.9(2) . . ?
C00U C00I C00F 119.1(2) . . ?
C00W C00I C00F 123.0(2) . . ?
C00C C00J C00M 121.4(2) . . ?
C00H C00K C00V 119.2(2) . . ?
C00M C00L C00E 116.2(2) . . ?
C00L C00M C00J 122.7(2) . . ?
C00L C00M Br01 119.10(19) . . ?
C00J C00M Br01 118.2(2) . . ?
C00P C00N C00G 120.4(3) . . ?
C00S C00O C00H 119.7(2) . . ?
C00X C00P C00N 119.6(2) . . ?
C00B C00Q C00X 121.2(3) . . ?
C00V C00R C00S 117.8(2) . . ?
C00V C00R C010 121.6(3) . . ?
C00S C00R C010 120.6(3) . . ?
C00O C00S C00R 121.3(2) . . ?
C00I C00U C00Z 121.1(3) . . ?
C00R C00V C00K 121.9(2) . . ?
C00I C00W C011 120.4(3) . . ?
C00P C00X C00Q 120.5(3) . . ?
C00Z C00Y C011 119.5(3) . . ?
C00Y C00Z C00U 120.4(3) . . ?
C00Y C011 C00W 120.7(3) . . ?
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
Br01 C00M 1.902(2) . ?
S002 O004 1.428(2) . ?
S002 O003 1.4339(19) . ?
S002 N005 1.6227(18) . ?
S002 C00H 1.761(2) . ?
N005 C00F 1.469(3) . ?
N005 C009 1.470(3) . ?
N006 C00E 1.365(3) . ?
N006 C00D 1.371(3) . ?
N006 C00T 1.452(3) . ?
C007 C00A 1.507(3) . ?
C007 C00B 1.510(3) . ?
C007 C009 1.535(3) . ?
C008 C00C 1.407(3) . ?
C008 C00E 1.426(3) . ?
C008 C00A 1.436(3) . ?
C00A C00D 1.364(3) . ?
C00B C00Q 1.386(3) . ?
C00B C00G 1.386(3) . ?
C00C C00J 1.380(3) . ?
C00C C00F 1.524(3) . ?
C00E C00L 1.398(3) . ?
C00F C00I 1.533(3) . ?
C00G C00N 1.395(4) . ?
C00H C00K 1.377(3) . ?
C00H C00O 1.386(3) . ?
C00I C00U 1.384(4) . ?
C00I C00W 1.377(4) . ?
C00J C00M 1.395(4) . ?
C00K C00V 1.381(4) . ?
C00L C00M 1.365(4) . ?
C00N C00P 1.375(4) . ?
C00O C00S 1.374(4) . ?
C00P C00X 1.363(4) . ?
C00Q C00X 1.375(4) . ?
C00R C00V 1.378(4) . ?
C00R C00S 1.386(4) . ?
C00R C010 1.506(3) . ?
C00U C00Z 1.382(4) . ?
C00W C011 1.391(4) . ?
C00Y C00Z 1.358(5) . ?
C00Y C011 1.363(5) . ?
