#------------------------------------------------------------------------------
#$Date: 2020-08-06 16:04:22 +0300 (Thu, 06 Aug 2020) $
#$Revision: 254911 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/66/7126658.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_7126658
loop_
_publ_author_name
'Mandal, Debdeep'
'Stein, Felix'
'Chandra, Shubhadeep'
'Neuman, Nicolás I'
'Sarkar, Pallavi'
'Das, Shubhajit'
'Kundu, Abhinanda'
'Sarkar, Arighna'
'Rawat, Hemant'
'Pati, Swapan K.'
'Chandrasekhar, Vadapalli'
'Sarkar, Biprajit'
'Jana, Anukul'
_publ_section_title
;
 Trisubstituted geminal diazaalkene derived transient 1,2-carbodications.
;
_journal_issue                   59
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              8233
_journal_page_last               8236
_journal_paper_doi               10.1039/d0cc02807j
_journal_volume                  56
_journal_year                    2020
_chemical_formula_moiety         'C8 H15 N2, C F3 O3 S'
_chemical_formula_sum            'C9 H15 F3 N2 O3 S'
_chemical_formula_weight         288.29
_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_Hall           '-P 2ac 2n'
_space_group_name_H-M_alt        'P n m a'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     dual
_audit_creation_date             2019-09-06
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-09-06 deposited with the CCDC.	2020-06-08 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.5710(17)
_cell_length_b                   6.9720(14)
_cell_length_c                   21.017(4)
_cell_measurement_reflns_used    7751
_cell_measurement_temperature    119.98(10)
_cell_measurement_theta_max      28.6370
_cell_measurement_theta_min      3.0630
_cell_volume                     1255.9(4)
_computing_cell_refinement       'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_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_environment      N~2~
_diffrn_ambient_temperature      119.98(10)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.933
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     49.00  74.00   0.50    6.00    --    7.10  75.00 125.00   50
  2  ω      5.00  30.00   0.50    6.00    --   -7.50 -75.00  -1.00   50
  3  ω    -49.00 -23.00   0.50    6.00    --   -7.50 -75.00  -1.00   52
  4  ω     17.00  42.00   0.50    6.00    --   -7.50  75.00 125.00   50
  5  ω     58.00  95.00   0.50    6.00    --    7.10  77.00-120.00   74
  6  ω    -43.00 -17.00   0.50    6.00    --    7.10 -75.00  -1.00   52
  7  ω     57.00  86.00   0.50    6.00    --    7.10  77.00  90.00   58
  8  ω     63.00  88.00   0.50    6.00    --    7.10  77.00 -30.00   50
  9  ω     56.00  92.00   0.50    6.00    --    7.10  77.00  30.00   72
 10  ω     51.00  76.00   0.50    6.00    --    7.10  77.00-150.00   50
 11  ω    -96.00  80.00   0.50    6.00    --   -7.50 -19.00 -30.00  352
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0192021000
_diffrn_orient_matrix_UB_12      0.0392647000
_diffrn_orient_matrix_UB_13      0.0300655000
_diffrn_orient_matrix_UB_21      -0.0423429000
_diffrn_orient_matrix_UB_22      0.0739955000
_diffrn_orient_matrix_UB_23      -0.0152039000
_diffrn_orient_matrix_UB_31      -0.0684234000
_diffrn_orient_matrix_UB_32      -0.0567951000
_diffrn_orient_matrix_UB_33      0.0009716000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0374
_diffrn_reflns_av_unetI/netI     0.0215
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.933
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            15371
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.933
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.930
_diffrn_reflns_theta_min         2.566
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.298
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.64496
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.29d (Rigaku Oxford Diffraction, 2017)
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    1.525
_exptl_crystal_description       block
_exptl_crystal_F_000             600
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.499
_refine_diff_density_min         -0.511
_refine_diff_density_rms         0.086
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     103
_refine_ls_number_reflns         1670
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.067
_refine_ls_R_factor_all          0.0491
_refine_ls_R_factor_gt           0.0441
_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)+(0.0636P)²+1.4087P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1276
_refine_ls_wR_factor_ref         0.1310
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1485
_reflns_number_total             1670
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0cc02807j2.cif
_cod_data_source_block           aj0622
_cod_depositor_comments
'Adding full bibliography for 7126655--7126664.cif.'
_cod_database_code               7126658
_shelx_shelxl_version_number     2017/1
_chemical_oxdiff_formula         'C H N O S F '
_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   0.959
_shelx_estimated_absorpt_t_min   0.935
_reflns_odcompleteness_completeness 99.74
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
2.a Riding coordinates:
 C4(H4A,H4B), C7(H7A,H7B), C6(H6A,H6B), C8(H8A,H8B), C5(H5A,H5B)
;
_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 1.371
_oxdiff_exptl_absorpt_empirical_full_min 0.693
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z+1/2'
'-x, y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z-1/2'
'x, -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
N2 N 1.0967(2) 0.750000 0.04562(10) 0.0203(4) Uani 1 2 d S T P . .
N1 N 0.8406(3) 0.750000 0.05122(10) 0.0216(4) Uani 1 2 d S T P . .
C1 C 0.8996(3) 0.750000 0.11176(11) 0.0151(4) Uani 1 2 d S T P . .
C2 C 1.0557(3) 0.750000 0.10816(11) 0.0158(4) Uani 1 2 d S T P . .
C3 C 0.9631(3) 0.750000 0.00946(11) 0.0170(5) Uani 1 2 d S T P . .
C4 C 0.9556(3) 0.750000 -0.06119(12) 0.0252(5) Uani 1 2 d S T P . .
H4A H 0.990674 0.628140 -0.077025 0.030 Uiso 1 1 d R . . . .
H4B H 0.849934 0.750000 -0.074585 0.030 Uiso 1 2 d RS T P . .
C7 C 1.1703(3) 0.750000 0.16104(12) 0.0254(5) Uani 1 2 d S T P . .
H7A H 1.232387 0.864520 0.158930 0.030 Uiso 1 1 d R . . . .
H7B H 1.115927 0.750000 0.200960 0.030 Uiso 1 2 d RS T P . .
C6 C 0.8007(3) 0.750000 0.16937(12) 0.0252(5) Uani 1 2 d S T P . .
H6A H 0.735600 0.637820 0.169319 0.030 Uiso 1 1 d R . . . .
H6B H 0.865750 0.750000 0.206539 0.030 Uiso 1 2 d RS T P . .
C8 C 1.2590(3) 0.750000 0.02281(12) 0.0233(5) Uani 1 2 d S T P . .
H8A H 1.311582 0.637650 0.038237 0.028 Uiso 1 1 d R . . . .
H8B H 1.259992 0.750000 -0.022873 0.028 Uiso 1 2 d RS T P . .
C5 C 0.6721(3) 0.750000 0.03738(13) 0.0260(6) Uani 1 2 d S T P . .
H5A H 0.625041 0.862210 0.055481 0.031 Uiso 1 1 d R . . . .
H5B H 0.656381 0.750000 -0.007849 0.031 Uiso 1 2 d RS T P . .
S1 S 0.51493(7) 0.250000 0.13710(3) 0.0205(2) Uani 1 2 d S T P . .
F2 F 0.49346(18) 0.0981(2) 0.25051(7) 0.0503(4) Uani 1 1 d . . . . .
F1 F 0.2908(2) 0.250000 0.21880(10) 0.0709(9) Uani 1 2 d S T P . .
O1 O 0.4486(2) 0.0787(2) 0.11151(8) 0.0422(4) Uani 1 1 d . . . . .
O2 O 0.6817(2) 0.250000 0.14229(10) 0.0425(6) Uani 1 2 d S T P . .
C9 C 0.4457(3) 0.250000 0.21851(13) 0.0295(6) Uani 1 2 d S T P . .
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'
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
C2 N2 C3 108.6(2) . . ?
C2 N2 C8 124.0(2) . . ?
C3 N2 C8 127.4(2) . . ?
C1 N1 C5 123.0(2) . . ?
C3 N1 C1 108.3(2) . . ?
C3 N1 C5 128.7(2) . . ?
N1 C1 C6 123.3(2) . . ?
C2 C1 N1 108.4(2) . . ?
C2 C1 C6 128.2(2) . . ?
N2 C2 C7 123.6(2) . . ?
C1 C2 N2 108.2(2) . . ?
C1 C2 C7 128.2(2) . . ?
N2 C3 C4 126.1(2) . . ?
N1 C3 N2 106.5(2) . . ?
N1 C3 C4 127.4(2) . . ?
C3 C4 H4A 109.4 . . ?
C3 C4 H4A 109.42(5) . 8_575 ?
C3 C4 H4B 109.7 . . ?
H4A C4 H4A 124.3 . 8_575 ?
H4A C4 H4B 101.3 . . ?
H4B C4 H4A 101.3 . 8_575 ?
C2 C7 H7A 109.4 . . ?
C2 C7 H7A 109.41(7) . 8_575 ?
C2 C7 H7B 109.5 . . ?
H7A C7 H7A 112.4 . 8_575 ?
H7A C7 H7B 108.0 . . ?
H7B C7 H7A 108.0 . 8_575 ?
C1 C6 H6A 109.4 . . ?
C1 C6 H6A 109.40(7) . 8_575 ?
C1 C6 H6B 109.5 . . ?
H6A C6 H6A 109.0 . 8_575 ?
H6A C6 H6B 109.8 . . ?
H6B C6 H6A 109.8 . 8_575 ?
N2 C8 H8A 109.49(7) . 8_575 ?
N2 C8 H8A 109.5 . . ?
N2 C8 H8B 109.5 . . ?
H8A C8 H8A 109.4 . 8_575 ?
H8A C8 H8B 109.5 . . ?
H8B C8 H8A 109.5 . 8_575 ?
N1 C5 H5A 109.53(7) . 8_575 ?
N1 C5 H5A 109.5 . . ?
N1 C5 H5B 109.5 . . ?
H5A C5 H5A 109.3 . 8_575 ?
H5A C5 H5B 109.5 . . ?
H5B C5 H5A 109.5 . 8_575 ?
O1 S1 O1 113.53(15) 8_565 . ?
O1 S1 O2 115.19(9) 8_565 . ?
O1 S1 O2 115.19(9) . . ?
O1 S1 C9 103.04(9) 8_565 . ?
O1 S1 C9 103.04(9) . . ?
O2 S1 C9 104.75(13) . . ?
F2 C9 S1 112.33(15) 8_565 . ?
F2 C9 S1 112.33(15) . . ?
F2 C9 F2 106.8(2) 8_565 . ?
F2 C9 F1 107.91(17) 8_565 . ?
F2 C9 F1 107.91(17) . . ?
F1 C9 S1 109.4(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
N2 C2 1.361(3) . ?
N2 C3 1.374(3) . ?
N2 C8 1.472(3) . ?
N1 C1 1.369(3) . ?
N1 C3 1.368(3) . ?
N1 C5 1.473(3) . ?
C1 C2 1.340(3) . ?
C1 C6 1.478(3) . ?
C2 C7 1.483(3) . ?
C3 C4 1.486(3) . ?
C4 H4A 0.9607 8_575 ?
C4 H4A 0.9607 . ?
C4 H4B 0.9482 . ?
C7 H7A 0.9606 8_575 ?
C7 H7A 0.9607 . ?
C7 H7B 0.9596 . ?
C6 H6A 0.9606 . ?
C6 H6A 0.9606 8_575 ?
C6 H6B 0.9599 . ?
C8 H8A 0.9600 . ?
C8 H8A 0.9600 8_575 ?
C8 H8B 0.9601 . ?
C5 H5A 0.9591 8_575 ?
C5 H5A 0.9590 . ?
C5 H5B 0.9601 . ?
S1 O1 1.4274(16) . ?
S1 O1 1.4274(16) 8_565 ?
S1 O2 1.433(2) . ?
S1 C9 1.811(3) . ?
F2 C9 1.320(2) . ?
F1 C9 1.328(3) . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C2 N2 0.000(0) . . . . ?
N1 C1 C2 C7 180.000(0) . . . . ?
C1 N1 C3 N2 0.0 . . . . ?
C1 N1 C3 C4 180.000(0) . . . . ?
C2 N2 C3 N1 0.0 . . . . ?
C2 N2 C3 C4 180.000(0) . . . . ?
C3 N2 C2 C1 0.000(0) . . . . ?
C3 N2 C2 C7 180.000(0) . . . . ?
C3 N1 C1 C2 0.000(0) . . . . ?
C3 N1 C1 C6 180.000(0) . . . . ?
C6 C1 C2 N2 180.000(0) . . . . ?
C6 C1 C2 C7 0.000(0) . . . . ?
C8 N2 C2 C1 180.0 . . . . ?
C8 N2 C2 C7 0.000(0) . . . . ?
C8 N2 C3 N1 180.0 . . . . ?
C8 N2 C3 C4 0.000(0) . . . . ?
C5 N1 C1 C2 180.0 . . . . ?
C5 N1 C1 C6 0.000(0) . . . . ?
C5 N1 C3 N2 180.0 . . . . ?
C5 N1 C3 C4 0.000(0) . . . . ?
O1 S1 C9 F2 -60.6(2) 8_565 . . 8_565 ?
O1 S1 C9 F2 -178.96(17) . . . 8_565 ?
O1 S1 C9 F2 178.96(17) 8_565 . . . ?
O1 S1 C9 F2 60.6(2) . . . . ?
O1 S1 C9 F1 -59.16(8) . . . . ?
O1 S1 C9 F1 59.16(8) 8_565 . . . ?
O2 S1 C9 F2 60.20(16) . . . 8_565 ?
O2 S1 C9 F2 -60.20(17) . . . . ?
O2 S1 C9 F1 180.000(0) . . . . ?
