#------------------------------------------------------------------------------
#$Date: 2021-07-05 19:12:16 +0300 (Mon, 05 Jul 2021) $
#$Revision: 266998 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/83/7128390.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_7128390
loop_
_publ_author_name
'Kumar, Shreemoyee'
'Nair, Akshay M.'
'Volla, Chandra M. R.'
_publ_section_title
;
 Ru(II)-catalyzed allenylation and sequential annulation of
 N-tosylbenzamides with propargyl alcohols.
;
_journal_issue                   51
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              6280
_journal_page_last               6283
_journal_paper_doi               10.1039/d1cc01768c
_journal_volume                  57
_journal_year                    2021
_chemical_formula_moiety         'C31 H27 N O4 S'
_chemical_formula_sum            'C31 H27 N O4 S'
_chemical_formula_weight         509.59
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2020-08-25
_audit_creation_method
;
Olex2 1.3-ac4
(compiled 2019.04.23 svn.r3594 for Rigaku Oxford Diffraction, GUI svn.r5739)
;
_audit_update_record
;
2021-03-23 deposited with the CCDC.	2021-05-25 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 101.367(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.2727(6)
_cell_length_b                   9.0999(4)
_cell_length_c                   20.3049(10)
_cell_measurement_reflns_used    10696
_cell_measurement_temperature    150
_cell_measurement_theta_max      30.6240
_cell_measurement_theta_min      2.0560
_cell_volume                     2585.5(2)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      150.0
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -78.00  25.00   1.00    8.00    --  -20.00   0.00 -36.00  103
  2  ω    -50.00  70.00   1.00    8.00    --  -20.00  72.00 -36.00  120
  3  ω    -54.00  -4.00   1.00    8.00    --  -20.00  72.00-108.00   50
  4  ω    -60.00 -30.00   1.00    8.00    --  -20.00 -72.00-180.00   30
  5  ω   -110.00  70.00   1.00    8.00    --  -20.00   0.00-108.00  180
  6  ω    -72.00 -18.00   1.00    8.00    --  -20.00 -72.00-108.00   54
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type
'dtrek-CrysAlisPro-abstract goniometer imported rigaku-d*trek images'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0259304000
_diffrn_orient_matrix_UB_12      -0.0254447000
_diffrn_orient_matrix_UB_13      0.0241704000
_diffrn_orient_matrix_UB_21      -0.0066461000
_diffrn_orient_matrix_UB_22      -0.0689520000
_diffrn_orient_matrix_UB_23      -0.0165439000
_diffrn_orient_matrix_UB_31      0.0430645000
_diffrn_orient_matrix_UB_32      -0.0259786000
_diffrn_orient_matrix_UB_33      0.0202653000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0893
_diffrn_reflns_av_unetI/netI     0.0587
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            25583
_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         2.265
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.163
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.46253
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.309
_exptl_crystal_description       block
_exptl_crystal_F_000             1072
_exptl_crystal_size_max          0.205
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.041
_refine_diff_density_max         0.422
_refine_diff_density_min         -0.493
_refine_diff_density_rms         0.094
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     337
_refine_ls_number_reflns         4557
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.063
_refine_ls_R_factor_all          0.0731
_refine_ls_R_factor_gt           0.0498
_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)+(0.0505P)²+1.6822P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1114
_refine_ls_wR_factor_ref         0.1313
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3497
_reflns_number_total             4557
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1cc01768c2.cif
_cod_data_source_block           cmrv-sh-ph_mo
_cod_depositor_comments          'Adding full bibliography for 7128390.cif.'
_cod_database_code               7128390
_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.
;
_shelx_estimated_absorpt_t_max   0.993
_shelx_estimated_absorpt_t_min   0.967
_reflns_odcompleteness_completeness 92.43
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     31.11
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N1(H1), C13(H13), C4(H4), C3(H3), C17(H17), C7(H7), C30(H30), C12(H12),
 C11(H11), C6(H6), C31(H31), C29(H29), C27(H27), C18(H18), C20(H20), C21(H21),
 C28(H28), C19(H19)
2.b Idealised Me refined as rotating group:
 C25(H25A,H25B,H25C), C24(H24A,H24B,H24C), C1(H1A,H1B,H1C)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.427
_oxdiff_exptl_absorpt_empirical_full_min 0.744
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -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_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
S01 S 0.03229(4) 0.70025(7) 0.57358(3) 0.02175(18) Uani 1 1 d . . . . .
O1 O 0.02390(12) 0.7499(2) 0.63862(9) 0.0300(4) Uani 1 1 d . . . . .
O3 O 0.23029(12) 0.68459(19) 0.65559(8) 0.0264(4) Uani 1 1 d . . . . .
O2 O -0.04958(11) 0.63726(19) 0.53025(9) 0.0272(4) Uani 1 1 d . . . . .
O4 O 0.23788(12) 0.6129(2) 0.48733(9) 0.0338(5) Uani 1 1 d . . . . .
N1 N 0.11355(13) 0.5670(2) 0.58077(10) 0.0205(5) Uani 1 1 d . . . . .
H1 H 0.096552 0.480333 0.563179 0.025 Uiso 1 1 calc R . . . .
C10 C 0.29810(16) 0.5143(3) 0.52648(12) 0.0230(6) Uani 1 1 d . . . . .
C13 C 0.41222(17) 0.3215(3) 0.61175(13) 0.0263(6) Uani 1 1 d . . . . .
H13 H 0.451952 0.254804 0.640600 0.032 Uiso 1 1 calc R . . . .
C14 C 0.33857(16) 0.3942(3) 0.63478(12) 0.0210(5) Uani 1 1 d . . . . .
C4 C 0.06388(17) 0.8362(3) 0.46055(13) 0.0242(6) Uani 1 1 d . . . . .
H4 H 0.022548 0.764477 0.436249 0.029 Uiso 1 1 calc R . . . .
C26 C 0.26410(18) 0.6685(3) 0.42917(13) 0.0273(6) Uani 1 1 d . . . . .
C15 C 0.32190(17) 0.3648(3) 0.70384(12) 0.0213(5) Uani 1 1 d . . . . .
C9 C 0.28053(16) 0.4914(3) 0.59105(12) 0.0195(5) Uani 1 1 d . . . . .
C3 C 0.10886(17) 0.9392(3) 0.42703(13) 0.0267(6) Uani 1 1 d . . . . .
H3 H 0.097660 0.937575 0.379338 0.032 Uiso 1 1 calc R . . . .
C5 C 0.08040(16) 0.8398(3) 0.53039(12) 0.0211(5) Uani 1 1 d . . . . .
C8 C 0.20776(16) 0.5888(3) 0.61387(12) 0.0206(5) Uani 1 1 d . . . . .
C17 C 0.48691(18) 0.4485(3) 0.75906(13) 0.0291(6) Uani 1 1 d . . . . .
H17 H 0.486372 0.513446 0.722340 0.035 Uiso 1 1 calc R . . . .
C23 C 0.14839(17) 0.3168(3) 0.72397(12) 0.0239(6) Uani 1 1 d . . . . .
C7 C 0.18399(18) 1.0473(3) 0.53138(14) 0.0314(6) Uani 1 1 d . . . . .
H7 H 0.224261 1.120465 0.555499 0.038 Uiso 1 1 calc R . . . .
C30 C 0.35030(18) 0.8416(3) 0.37632(14) 0.0291(6) Uani 1 1 d . . . . .
H30 H 0.396318 0.917990 0.379307 0.035 Uiso 1 1 calc R . . . .
C12 C 0.42805(18) 0.3454(3) 0.54764(13) 0.0281(6) Uani 1 1 d . . . . .
H12 H 0.478302 0.294460 0.532969 0.034 Uiso 1 1 calc R . . . .
C11 C 0.37162(17) 0.4428(3) 0.50431(13) 0.0263(6) Uani 1 1 d . . . . .
H11 H 0.383239 0.459947 0.460462 0.032 Uiso 1 1 calc R . . . .
C6 C 0.14031(18) 0.9452(3) 0.56615(14) 0.0284(6) Uani 1 1 d . . . . .
H6 H 0.151200 0.947216 0.613827 0.034 Uiso 1 1 calc R . . . .
C31 C 0.33006(17) 0.7806(3) 0.43463(13) 0.0277(6) Uani 1 1 d . . . . .
H31 H 0.361105 0.815576 0.477486 0.033 Uiso 1 1 calc R . . . .
C16 C 0.40722(17) 0.3601(3) 0.76052(12) 0.0220(5) Uani 1 1 d . . . . .
C29 C 0.3045(2) 0.7926(3) 0.31447(14) 0.0355(7) Uani 1 1 d . . . . .
H29 H 0.318757 0.834887 0.274805 0.043 Uiso 1 1 calc R . . . .
C2 C 0.16947(17) 1.0438(3) 0.46139(14) 0.0273(6) Uani 1 1 d . . . . .
C22 C 0.23488(17) 0.3425(3) 0.71450(12) 0.0228(6) Uani 1 1 d . . . . .
C27 C 0.2172(2) 0.6173(3) 0.36759(14) 0.0358(7) Uani 1 1 d . . . . .
H27 H 0.171968 0.539860 0.364550 0.043 Uiso 1 1 calc R . . . .
C18 C 0.56646(19) 0.4427(3) 0.81038(14) 0.0346(7) Uani 1 1 d . . . . .
H18 H 0.619987 0.503691 0.808765 0.042 Uiso 1 1 calc R . . . .
C25 C 0.1096(2) 0.1627(3) 0.72382(14) 0.0357(7) Uani 1 1 d . . . . .
H25A H 0.054756 0.151712 0.686628 0.054 Uiso 1 1 calc GR . . . .
H25B H 0.089426 0.143753 0.766453 0.054 Uiso 1 1 calc GR . . . .
H25C H 0.159492 0.092328 0.718287 0.054 Uiso 1 1 calc GR . . . .
C20 C 0.48969(19) 0.2615(3) 0.86647(13) 0.0340(7) Uani 1 1 d . . . . .
H20 H 0.490503 0.197371 0.903515 0.041 Uiso 1 1 calc R . . . .
C24 C 0.08130(18) 0.4378(3) 0.73533(14) 0.0317(6) Uani 1 1 d . . . . .
H24A H 0.115170 0.532080 0.739176 0.048 Uiso 1 1 calc GR . . . .
H24B H 0.058103 0.418531 0.776829 0.048 Uiso 1 1 calc GR . . . .
H24C H 0.026986 0.441603 0.697384 0.048 Uiso 1 1 calc GR . . . .
C21 C 0.40966(18) 0.2670(3) 0.81530(13) 0.0268(6) Uani 1 1 d . . . . .
H21 H 0.355993 0.206850 0.817587 0.032 Uiso 1 1 calc R . . . .
C28 C 0.2378(2) 0.6818(3) 0.31002(14) 0.0435(8) Uani 1 1 d . . . . .
H28 H 0.205432 0.649117 0.267105 0.052 Uiso 1 1 calc R . . . .
C1 C 0.21952(19) 1.1522(3) 0.42369(16) 0.0367(7) Uani 1 1 d . . . . .
H1A H 0.206156 1.127422 0.375787 0.055 Uiso 1 1 calc GR . . . .
H1B H 0.288573 1.147864 0.441076 0.055 Uiso 1 1 calc GR . . . .
H1C H 0.196279 1.251672 0.429779 0.055 Uiso 1 1 calc GR . . . .
C19 C 0.56839(19) 0.3484(3) 0.86409(14) 0.0338(7) Uani 1 1 d . . . . .
H19 H 0.623376 0.343411 0.899063 0.041 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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 S01 O2 119.22(11) . . ?
O1 S01 N1 109.55(10) . . ?
O1 S01 C5 110.24(12) . . ?
O2 S01 N1 103.40(10) . . ?
O2 S01 C5 109.47(11) . . ?
N1 S01 C5 103.66(10) . . ?
C10 O4 C26 118.71(18) . . ?
C8 N1 S01 121.88(17) . . ?
O4 C10 C9 115.5(2) . . ?
O4 C10 C11 123.0(2) . . ?
C11 C10 C9 121.5(2) . . ?
C12 C13 C14 120.9(2) . . ?
C13 C14 C15 120.0(2) . . ?
C13 C14 C9 118.4(2) . . ?
C9 C14 C15 121.6(2) . . ?
C3 C4 C5 118.8(2) . . ?
C31 C26 O4 119.4(2) . . ?
C27 C26 O4 118.7(3) . . ?
C27 C26 C31 121.7(2) . . ?
C14 C15 C16 118.0(2) . . ?
C22 C15 C14 120.8(2) . . ?
C22 C15 C16 121.2(2) . . ?
C10 C9 C14 119.7(2) . . ?
C10 C9 C8 117.6(2) . . ?
C14 C9 C8 122.2(2) . . ?
C2 C3 C4 121.5(2) . . ?
C4 C5 S01 119.12(19) . . ?
C6 C5 S01 119.9(2) . . ?
C6 C5 C4 120.8(2) . . ?
O3 C8 N1 122.4(2) . . ?
O3 C8 C9 122.2(2) . . ?
N1 C8 C9 115.2(2) . . ?
C18 C17 C16 120.8(2) . . ?
C22 C23 C25 121.5(2) . . ?
C22 C23 C24 122.6(2) . . ?
C24 C23 C25 115.9(2) . . ?
C6 C7 C2 120.8(2) . . ?
C29 C30 C31 120.6(3) . . ?
C13 C12 C11 121.0(2) . . ?
C10 C11 C12 118.4(2) . . ?
C7 C6 C5 119.2(3) . . ?
C26 C31 C30 118.7(2) . . ?
C17 C16 C15 120.5(2) . . ?
C21 C16 C15 121.2(2) . . ?
C21 C16 C17 118.3(2) . . ?
C30 C29 C28 119.8(3) . . ?
C3 C2 C7 118.9(2) . . ?
C3 C2 C1 120.4(3) . . ?
C7 C2 C1 120.7(2) . . ?
C23 C22 C15 178.3(3) . . ?
C26 C27 C28 118.4(3) . . ?
C17 C18 C19 120.2(3) . . ?
C19 C20 C21 120.6(3) . . ?
C20 C21 C16 120.5(2) . . ?
C29 C28 C27 120.8(3) . . ?
C20 C19 C18 119.5(2) . . ?
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
S01 O1 1.4230(18) . ?
S01 O2 1.4363(18) . ?
S01 N1 1.6642(19) . ?
S01 C5 1.758(3) . ?
O3 C8 1.214(3) . ?
O4 C10 1.381(3) . ?
O4 C26 1.402(3) . ?
N1 C8 1.394(3) . ?
C10 C9 1.398(3) . ?
C10 C11 1.383(3) . ?
C13 C14 1.398(3) . ?
C13 C12 1.382(4) . ?
C14 C15 1.492(3) . ?
C14 C9 1.403(3) . ?
C4 C3 1.388(4) . ?
C4 C5 1.391(4) . ?
C26 C31 1.378(4) . ?
C26 C27 1.378(4) . ?
C15 C16 1.502(3) . ?
C15 C22 1.318(3) . ?
C9 C8 1.506(3) . ?
C3 C2 1.380(4) . ?
C5 C6 1.390(3) . ?
C17 C16 1.398(3) . ?
C17 C18 1.383(4) . ?
C23 C22 1.307(3) . ?
C23 C25 1.508(4) . ?
C23 C24 1.507(4) . ?
C7 C6 1.387(4) . ?
C7 C2 1.396(4) . ?
C30 C31 1.389(4) . ?
C30 C29 1.371(4) . ?
C12 C11 1.389(4) . ?
C16 C21 1.393(3) . ?
C29 C28 1.377(4) . ?
C2 C1 1.512(4) . ?
C27 C28 1.390(4) . ?
C18 C19 1.384(4) . ?
C20 C21 1.385(4) . ?
C20 C19 1.382(4) . ?
