#------------------------------------------------------------------------------
#$Date: 2021-09-06 12:06:57 +0300 (Mon, 06 Sep 2021) $
#$Revision: 268520 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/84/7128471.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_7128471
loop_
_publ_author_name
'Kodama, Yuki'
'Imai, Saki'
'Fujimoto, Junko'
'Sato, Kohei'
'Mase, Nobuyuki'
'Narumi, Tetsuo'
_publ_section_title
;
 Stereoselective synthesis of highly functionalized
 (Z)-chloroalkene dipeptide isosteres containing an
 α,α-disubstituted amino acid.
;
_journal_issue                   56
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              6915
_journal_page_last               6918
_journal_paper_doi               10.1039/d1cc02952e
_journal_volume                  57
_journal_year                    2021
_chemical_formula_moiety         'C17 H21 Cl F3 N O4 S'
_chemical_formula_sum            'C17 H21 Cl F3 N O4 S'
_chemical_formula_weight         427.86
_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
_atom_sites_solution_primary     dual
_audit_creation_date             2019-04-10
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2021-02-22 deposited with the CCDC.	2021-06-09 downloaded from the CCDC.
;
_cell_angle_alpha                90.570(10)
_cell_angle_beta                 106.868(11)
_cell_angle_gamma                100.186(9)
_cell_formula_units_Z            2
_cell_length_a                   7.3770(8)
_cell_length_b                   11.8839(13)
_cell_length_c                   12.4930(17)
_cell_measurement_reflns_used    2971
_cell_measurement_temperature    293.15
_cell_measurement_theta_max      32.5380
_cell_measurement_theta_min      2.9530
_cell_volume                     1029.4(2)
_computing_cell_refinement       'CrysAlisPro 1.171.40.47a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.47a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.47a (Rigaku OD, 2019)'
_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      293.15
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 6.83
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.858
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -60.00 120.00   1.00   80.00    --   30.00  54.00   0.00  180
  2  ω    -60.00 120.00   1.00   80.00    --   30.00  54.00 120.00  180
  3  ω    -60.00 120.00   1.00   80.00    --   30.00  54.00 240.00  180
;
_diffrn_measurement_device       'fixed-chi diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB mini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0013122000
_diffrn_orient_matrix_UB_12      -0.0087631000
_diffrn_orient_matrix_UB_13      -0.0559933000
_diffrn_orient_matrix_UB_21      0.0752546000
_diffrn_orient_matrix_UB_22      -0.0314917000
_diffrn_orient_matrix_UB_23      0.0188665000
_diffrn_orient_matrix_UB_31      -0.0692742000
_diffrn_orient_matrix_UB_32      -0.0512301000
_diffrn_orient_matrix_UB_33      -0.0066069000
_diffrn_radiation_monochromator  'curved graphite'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1067
_diffrn_reflns_av_unetI/netI     0.0889
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.858
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            12539
_diffrn_reflns_point_group_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.858
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.946
_diffrn_reflns_theta_min         2.360
_diffrn_source                   'Sealed X-ray tube'
_diffrn_source_type              'Sealed X-ray tube'
_exptl_absorpt_coefficient_mu    0.335
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.34968
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.47a (Rigaku Oxford Diffraction, 2019)
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    1.380
_exptl_crystal_description       block
_exptl_crystal_F_000             444
_exptl_crystal_size_max          0.561
_exptl_crystal_size_mid          0.235
_exptl_crystal_size_min          0.206
_refine_diff_density_max         0.391
_refine_diff_density_min         -0.483
_refine_diff_density_rms         0.093
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     277
_refine_ls_number_reflns         6632
_refine_ls_number_restraints     120
_refine_ls_restrained_S_all      1.015
_refine_ls_R_factor_all          0.1380
_refine_ls_R_factor_gt           0.0922
_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)+(0.1315P)²+0.7699P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2428
_refine_ls_wR_factor_ref         0.2750
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4112
_reflns_number_total             6632
_reflns_threshold_expression     'I > 2σ(I)'
_twin_special_details
;
Component 2 rotated by 179.2097° 
 around [0.87 -0.25 -0.43] (reciprocal) or [1.00 0.00 -0.00] (direct)
Component 3 rotated by -179.4368° 
 around [0.87 -0.24 -0.43] (reciprocal) or [1.00 0.00 -0.00] (direct)
;
_cod_data_source_file            d1cc02952e2.cif
_cod_data_source_block           imai_cf3bn_me075_twin1_hklf4
_cod_depositor_comments
'Adding full bibliography for 7128471--7128475.cif.'
_cod_database_code               7128471
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         C17H21ClF3NO4S
_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.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
F1 \\sim F1A \\sim F2 \\sim F2A \\sim C17 \\sim F3 \\sim F3A: within 2A with
sigma of 0.04 and sigma for terminal atoms of 0.08
3. Rigid body (RIGU) restrains
 F2, F2A, F3, F3A, F1, F1A, C17
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4. Others
 Sof(F3A)=Sof(F1A)=Sof(F2A)=1-FVAR(1)
 Sof(F1)=Sof(F3)=Sof(F2)=FVAR(1)
5.a Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B)
5.b Aromatic/amide H refined with riding coordinates:
 C12(H12), C16(H16), C15(H15), C14(H14)
5.c Idealised Me refined as rotating group:
 C3(H3A,H3B,H3C), C9(H9A,H9B,H9C), C7(H7A,H7B,H7C), C6(H6A,H6B,H6C), C5(H5A,
 H5B,H5C)
;
_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
;
_oxdiff_exptl_absorpt_empirical_full_max 2.512
_oxdiff_exptl_absorpt_empirical_full_min 0.475
_oxdiff_twin_integration_method  simultaneous
_oxdiff_twin_items               3
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
S1 S 0.63701(12) 0.75497(7) 0.21221(8) 0.0502(2) Uani 1 1 d . . . . .
Cl1 Cl 0.35790(15) 0.69783(9) -0.06760(7) 0.0577(3) Uani 1 1 d . . . . .
O4 O -0.0156(4) 0.7556(2) -0.0725(2) 0.0562(6) Uani 1 1 d . . . . .
O3 O 0.1361(5) 0.8803(2) 0.0744(3) 0.0672(8) Uani 1 1 d . . . . .
O1 O 0.6725(5) 0.6868(3) 0.3070(3) 0.0754(9) Uani 1 1 d . . . . .
O2 O 0.7235(4) 0.7378(3) 0.1267(3) 0.0719(8) Uani 1 1 d . . . . .
N1 N 0.3967(4) 0.7354(2) 0.1628(2) 0.0418(5) Uani 1 1 d . . . . .
C8 C 0.1245(5) 0.7951(3) 0.0200(3) 0.0428(6) Uani 1 1 d . . . . .
C2 C 0.2653(4) 0.6225(2) 0.1276(2) 0.0394(6) Uani 1 1 d . . . . .
C10 C 0.0975(5) 0.6009(3) 0.1776(3) 0.0472(7) Uani 1 1 d . . . . .
H10A H 0.042826 0.669767 0.174383 0.057 Uiso 1 1 calc R . . . .
H10B H -0.001879 0.540387 0.132196 0.057 Uiso 1 1 calc R . . . .
F1 F 0.5081(9) 0.7868(5) 0.5817(5) 0.114(2) Uani 0.867(10) 1 d . U P A 1
C11 C 0.1541(4) 0.5676(3) 0.2974(3) 0.0413(6) Uani 1 1 d . . . . .
C1 C 0.2725(5) 0.7175(2) 0.0484(2) 0.0402(6) Uani 1 1 d . . . . .
C3 C 0.3497(6) 0.5180(3) 0.1126(3) 0.0528(8) Uani 1 1 d . . . . .
H3A H 0.457347 0.540135 0.083870 0.079 Uiso 1 1 calc GR . . . .
H3B H 0.253165 0.462305 0.060861 0.079 Uiso 1 1 calc GR . . . .
H3C H 0.392125 0.485588 0.183597 0.079 Uiso 1 1 calc GR . . . .
C12 C 0.2269(5) 0.6522(3) 0.3855(3) 0.0485(7) Uani 1 1 d . . . . .
H12 H 0.239737 0.729104 0.370013 0.058 Uiso 1 1 calc R . . . .
C16 C 0.1372(6) 0.4532(3) 0.3243(3) 0.0552(8) Uani 1 1 d . . . . .
H16 H 0.088943 0.395411 0.267128 0.066 Uiso 1 1 calc R . . . .
F3 F 0.2209(9) 0.7785(5) 0.5875(6) 0.127(3) Uani 0.867(10) 1 d . U P A 1
C9 C -0.1620(6) 0.8240(4) -0.1104(4) 0.0681(11) Uani 1 1 d . . . . .
H9A H -0.254424 0.788711 -0.178604 0.102 Uiso 1 1 calc GR . . . .
H9B H -0.103567 0.899261 -0.123622 0.102 Uiso 1 1 calc GR . . . .
H9C H -0.225814 0.829588 -0.054113 0.102 Uiso 1 1 calc GR . . . .
C13 C 0.2804(6) 0.6224(3) 0.4960(3) 0.0533(8) Uani 1 1 d . . . . .
F2 F 0.4032(13) 0.6761(5) 0.6883(3) 0.136(3) Uani 0.867(10) 1 d . U P A 1
C15 C 0.1914(7) 0.4247(3) 0.4348(4) 0.0616(9) Uani 1 1 d . . . . .
H15 H 0.179452 0.347920 0.450779 0.074 Uiso 1 1 calc R . . . .
C4 C 0.7000(7) 0.9051(3) 0.2595(4) 0.0643(10) Uani 1 1 d . . . . .
C14 C 0.2630(7) 0.5087(4) 0.5219(3) 0.0610(9) Uani 1 1 d . . . . .
H14 H 0.298507 0.489248 0.596058 0.073 Uiso 1 1 calc R . . . .
C7 C 0.6486(9) 0.9768(4) 0.1597(5) 0.0902(17) Uani 1 1 d . . . . .
H7A H 0.698510 0.952044 0.102409 0.135 Uiso 1 1 calc GR . . . .
H7B H 0.703660 1.055897 0.182296 0.135 Uiso 1 1 calc GR . . . .
H7C H 0.510871 0.967955 0.131003 0.135 Uiso 1 1 calc GR . . . .
C17 C 0.3521(9) 0.7148(5) 0.5867(4) 0.0762(12) Uani 1 1 d . U . . .
C6 C 0.5952(11) 0.9237(5) 0.3449(6) 0.102(2) Uani 1 1 d . . . . .
H6A H 0.459641 0.915727 0.307608 0.153 Uiso 1 1 calc GR . . . .
H6B H 0.644118 0.999236 0.380994 0.153 Uiso 1 1 calc GR . . . .
H6C H 0.615849 0.867896 0.400071 0.153 Uiso 1 1 calc GR . . . .
C5 C 0.9221(9) 0.9271(5) 0.3132(6) 0.101(2) Uani 1 1 d . . . . .
H5A H 0.953271 0.883257 0.378005 0.152 Uiso 1 1 calc GR . . . .
H5B H 0.968450 1.007090 0.335110 0.152 Uiso 1 1 calc GR . . . .
H5C H 0.981872 0.904415 0.259808 0.152 Uiso 1 1 calc GR . . . .
F3A F 0.346(8) 0.827(2) 0.537(2) 0.115(10) Uani 0.133(10) 1 d . U P A 2
F1A F 0.523(6) 0.733(4) 0.635(3) 0.126(10) Uani 0.133(10) 1 d . U P A 2
F2A F 0.273(6) 0.732(4) 0.652(3) 0.114(9) Uani 0.133(10) 1 d . U P A 2
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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 S1 N1 104.46(17) . . ?
O1 S1 C4 109.5(2) . . ?
O2 S1 O1 118.7(2) . . ?
O2 S1 N1 112.23(17) . . ?
O2 S1 C4 108.8(2) . . ?
N1 S1 C4 101.95(18) . . ?
C8 O4 C9 116.3(3) . . ?
C2 N1 S1 125.2(2) . . ?
C1 N1 S1 129.8(2) . . ?
C1 N1 C2 62.08(19) . . ?
O4 C8 C1 111.0(3) . . ?
O3 C8 O4 125.3(3) . . ?
O3 C8 C1 123.7(3) . . ?
N1 C2 C10 114.9(3) . . ?
N1 C2 C1 57.63(18) . . ?
N1 C2 C3 119.1(3) . . ?
C1 C2 C10 118.4(3) . . ?
C1 C2 C3 119.3(3) . . ?
C3 C2 C10 115.2(3) . . ?
C11 C10 C2 113.5(3) . . ?
C12 C11 C10 120.2(3) . . ?
C16 C11 C10 121.9(3) . . ?
C16 C11 C12 117.9(3) . . ?
N1 C1 Cl1 123.2(2) . . ?
N1 C1 C8 113.7(2) . . ?
N1 C1 C2 60.29(19) . . ?
C8 C1 Cl1 110.1(2) . . ?
C2 C1 Cl1 119.0(2) . . ?
C2 C1 C8 122.9(3) . . ?
C13 C12 C11 120.6(3) . . ?
C15 C16 C11 120.9(3) . . ?
C12 C13 C17 118.7(4) . . ?
C14 C13 C12 121.1(3) . . ?
C14 C13 C17 120.2(4) . . ?
C16 C15 C14 121.0(3) . . ?
C7 C4 S1 109.4(3) . . ?
C7 C4 C6 112.7(5) . . ?
C7 C4 C5 110.0(4) . . ?
C6 C4 S1 108.2(3) . . ?
C6 C4 C5 111.9(5) . . ?
C5 C4 S1 104.4(4) . . ?
C13 C14 C15 118.5(3) . . ?
F1 C17 F3 106.3(6) . . ?
F1 C17 C13 114.0(4) . . ?
F1 C17 F2 104.2(6) . . ?
F3 C17 C13 112.6(5) . . ?
C13 C17 F3A 109.4(10) . . ?
F2 C17 F3 105.9(6) . . ?
F2 C17 C13 113.2(5) . . ?
F1A C17 C13 117(2) . . ?
F1A C17 F3A 97(3) . . ?
F2A C17 C13 124.9(18) . . ?
F2A C17 F3A 96(3) . . ?
F2A C17 F1A 108(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
S1 O1 1.429(3) . ?
S1 O2 1.423(3) . ?
S1 N1 1.672(3) . ?
S1 C4 1.810(4) . ?
Cl1 C1 1.768(3) . ?
O4 C8 1.323(4) . ?
O4 C9 1.440(5) . ?
O3 C8 1.190(4) . ?
N1 C2 1.487(4) . ?
N1 C1 1.446(4) . ?
C8 C1 1.519(4) . ?
C2 C10 1.526(4) . ?
C2 C1 1.513(4) . ?
C2 C3 1.517(4) . ?
C10 C11 1.510(4) . ?
F1 C17 1.325(7) . ?
C11 C12 1.398(5) . ?
C11 C16 1.396(5) . ?
C12 C13 1.389(5) . ?
C16 C15 1.385(5) . ?
F3 C17 1.332(8) . ?
C13 C14 1.385(6) . ?
C13 C17 1.479(6) . ?
F2 C17 1.328(7) . ?
C15 C14 1.385(6) . ?
C4 C7 1.511(6) . ?
C4 C6 1.523(7) . ?
C4 C5 1.552(7) . ?
C17 F3A 1.48(3) . ?
C17 F1A 1.21(4) . ?
C17 F2A 1.17(3) . ?
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
_oxdiff_twin_reflns_isolated
_oxdiff_twin_reflns_overlapped
_twin_individual_twin_lattice_type
_twin_individual_twin_matrix_11
_twin_individual_twin_matrix_12
_twin_individual_twin_matrix_13
_twin_individual_twin_matrix_21
_twin_individual_twin_matrix_22
_twin_individual_twin_matrix_23
_twin_individual_twin_matrix_31
_twin_individual_twin_matrix_32
_twin_individual_twin_matrix_33
1 0.4210 1767 12177 ref 1.0000 0.0000 0.0000 0.0000 1.0000 0.0000 0.0000 0.0000
1.0000
2 0.2616 0 11505 nmt 1.0015 0.0016 -0.0021 -0.5751 -1.0001 -0.0123 -0.9834
0.0129 -0.9969
3 0.3174 0 11563 nmt 1.0027 0.0033 -0.0018 -0.5552 -1.0006 0.0146 -0.9909
-0.0112 -0.9994
