#------------------------------------------------------------------------------
#$Date: 2016-03-26 22:06:36 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180490 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/59/7215937.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_7215937
loop_
_publ_author_name
'Thakuria, Ranjit'
'Nath, Naba K.'
'Roy, Saikat'
'Nangia, Ashwini'
_publ_section_title
;
 Polymorphism and isostructurality in sulfonylhydrazones
;
_journal_issue                   22
_journal_name_full               CrystEngComm
_journal_page_first              4681
_journal_paper_doi               10.1039/c3ce42301h
_journal_volume                  16
_journal_year                    2014
_chemical_formula_moiety         'C21 H19 F N2 O2 S'
_chemical_formula_sum            'C21 H19 F N2 O2 S'
_chemical_formula_weight         382.44
_chemical_melting_point          412(2)
_chemical_name_common            'fluorodimethyl sulfonylhydrazone'
_chemical_name_systematic
; 
 fluorodimethyl sulfonylhydrazone 
;
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   11.939(2)
_cell_length_b                   15.261(3)
_cell_length_c                   21.322(4)
_cell_measurement_reflns_used    6645
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      26.02
_cell_measurement_theta_min      2.37
_cell_volume                     3884.9(12)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0396
_diffrn_reflns_av_sigmaI/netI    0.0218
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            33011
_diffrn_reflns_theta_full        26.05
_diffrn_reflns_theta_max         26.05
_diffrn_reflns_theta_min         1.91
_exptl_absorpt_coefficient_mu    0.194
_exptl_absorpt_correction_T_max  0.9678
_exptl_absorpt_correction_T_min  0.9477
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Bruker AXS SADABS program'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.308
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       BLock
_exptl_crystal_F_000             1600
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.17
_refine_diff_density_max         0.472
_refine_diff_density_min         -0.277
_refine_diff_density_rms         0.054
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     250
_refine_ls_number_reflns         3843
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.048
_refine_ls_R_factor_all          0.0550
_refine_ls_R_factor_gt           0.0428
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0705P)²+0.8332P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1138
_refine_ls_wR_factor_ref         0.1233
_reflns_number_gt                3047
_reflns_number_total             3843
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3ce42301h.txt
_cod_data_source_block           FMSH
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 
;
_cod_original_sg_symbol_H-M      'Pbca '
_cod_database_code               7215937
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, 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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C1 C 0.3548(2) 0.16768(15) 0.29927(11) 0.0703(6) Uani 1 1 d .
C2 C 0.3206(2) 0.12263(16) 0.35101(11) 0.0693(6) Uani 1 1 d .
H2 H 0.2454 0.1090 0.3568 0.083 Uiso 1 1 calc R
C3 C 0.39924(17) 0.09782(14) 0.39439(10) 0.0565(5) Uani 1 1 d .
H3 H 0.3779 0.0668 0.4300 0.068 Uiso 1 1 calc R
C4 C 0.51064(15) 0.11924(11) 0.38490(8) 0.0426(4) Uani 1 1 d .
C5 C 0.5432(2) 0.16464(13) 0.33220(9) 0.0565(5) Uani 1 1 d .
H5 H 0.6182 0.1789 0.3262 0.068 Uiso 1 1 calc R
C6 C 0.4641(2) 0.18886(15) 0.28843(10) 0.0720(7) Uani 1 1 d .
H6 H 0.4847 0.2190 0.2523 0.086 Uiso 1 1 calc R
C7 C 0.54049(14) 0.25546(11) 0.55850(8) 0.0415(4) Uani 1 1 d .
C8 C 0.47376(15) 0.20424(11) 0.60527(8) 0.0425(4) Uani 1 1 d .
C9 C 0.35800(17) 0.20461(12) 0.60343(10) 0.0529(5) Uani 1 1 d .
H9 H 0.3208 0.2393 0.5743 0.063 Uiso 1 1 calc R
C10 C 0.29751(17) 0.15367(13) 0.64471(11) 0.0595(5) Uani 1 1 d .
H10 H 0.2197 0.1547 0.6428 0.071 Uiso 1 1 calc R
C11 C 0.34900(19) 0.10111(13) 0.68883(10) 0.0575(5) Uani 1 1 d .
C12 C 0.46483(19) 0.10122(14) 0.69058(10) 0.0578(5) Uani 1 1 d .
H12 H 0.5018 0.0664 0.7198 0.069 Uiso 1 1 calc R
C13 C 0.52653(17) 0.15230(12) 0.64955(9) 0.0512(5) Uani 1 1 d .
H13 H 0.6043 0.1517 0.6518 0.061 Uiso 1 1 calc R
C14 C 0.55306(15) 0.35196(11) 0.56580(8) 0.0427(4) Uani 1 1 d .
C15 C 0.62139(16) 0.39988(12) 0.52569(10) 0.0504(5) Uani 1 1 d .
H15 H 0.6579 0.3717 0.4929 0.061 Uiso 1 1 calc R
C16 C 0.63568(17) 0.48887(13) 0.53401(10) 0.0561(5) Uani 1 1 d .
H16 H 0.6811 0.5197 0.5063 0.067 Uiso 1 1 calc R
C17 C 0.58400(18) 0.53313(12) 0.58259(11) 0.0558(5) Uani 1 1 d .
C18 C 0.51537(19) 0.48603(13) 0.62170(10) 0.0597(5) Uani 1 1 d .
H18 H 0.4790 0.5148 0.6543 0.072 Uiso 1 1 calc R
C19 C 0.49885(17) 0.39660(12) 0.61385(9) 0.0525(5) Uani 1 1 d .
H19 H 0.4513 0.3665 0.6409 0.063 Uiso 1 1 calc R
C20 C 0.2817(3) 0.04349(19) 0.73222(13) 0.0896(8) Uani 1 1 d .
H20A H 0.2205 0.0765 0.7494 0.134 Uiso 1 1 calc R
H20B H 0.3287 0.0230 0.7656 0.134 Uiso 1 1 calc R
H20C H 0.2529 -0.0057 0.7092 0.134 Uiso 1 1 calc R
C21 C 0.6020(2) 0.63099(14) 0.59133(14) 0.0823(8) Uani 1 1 d .
H21A H 0.6665 0.6492 0.5678 0.123 Uiso 1 1 calc R
H21B H 0.6137 0.6434 0.6350 0.123 Uiso 1 1 calc R
H21C H 0.5372 0.6622 0.5767 0.123 Uiso 1 1 calc R
F1 F 0.27680(17) 0.19196(12) 0.25702(8) 0.1168(7) Uani 1 1 d .
H1A H 0.5289(17) 0.1044(13) 0.5255(10) 0.050(6) Uiso 1 1 d .
N1 N 0.58069(15) 0.12898(9) 0.50729(7) 0.0451(4) Uani 1 1 d .
N2 N 0.58976(13) 0.21980(9) 0.51153(7) 0.0440(4) Uani 1 1 d .
O1 O 0.59685(11) -0.00704(8) 0.45143(6) 0.0488(3) Uani 1 1 d .
O2 O 0.71722(11) 0.11638(9) 0.41969(7) 0.0567(4) Uani 1 1 d .
S1 S 0.61154(4) 0.08482(3) 0.43987(2) 0.04113(15) Uani 1 1 d .
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'
F F 0.0171 0.0103 '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
F1 C1 C2 118.2(2)
F1 C1 C6 118.9(2)
C2 C1 C6 123.0(2)
C1 C2 C3 118.7(2)
C2 C3 C4 119.62(19)
C5 C4 C3 120.64(19)
C5 C4 S1 120.02(15)
C3 C4 S1 119.31(14)
C4 C5 C6 119.6(2)
C1 C6 C5 118.5(2)
N2 C7 C14 117.08(15)
N2 C7 C8 122.87(15)
C14 C7 C8 120.05(15)
C9 C8 C13 118.46(17)
C9 C8 C7 120.74(16)
C13 C8 C7 120.74(17)
C10 C9 C8 120.22(19)
C9 C10 C11 121.97(19)
C10 C11 C12 117.56(18)
C10 C11 C20 121.3(2)
C12 C11 C20 121.1(2)
C11 C12 C13 121.05(19)
C12 C13 C8 120.75(19)
C15 C14 C19 117.97(17)
C15 C14 C7 121.02(16)
C19 C14 C7 120.99(16)
C16 C15 C14 120.75(18)
C15 C16 C17 121.47(19)
C18 C17 C16 117.77(18)
C18 C17 C21 121.6(2)
C16 C17 C21 120.6(2)
C17 C18 C19 121.75(19)
C18 C19 C14 120.27(19)
N2 N1 S1 116.81(12)
C7 N2 N1 115.92(15)
O2 S1 O1 119.55(8)
O2 S1 N1 109.18(9)
O1 S1 N1 103.00(8)
O2 S1 C4 107.79(9)
O1 S1 C4 108.80(8)
N1 S1 C4 108.01(8)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 F1 1.348(3)
C1 C2 1.363(3)
C1 C6 1.363(4)
C2 C3 1.371(3)
C3 C4 1.384(3)
C4 C5 1.376(2)
C4 S1 1.7609(19)
C5 C6 1.379(3)
C7 N2 1.283(2)
C7 C14 1.488(2)
C7 C8 1.497(2)
C8 C9 1.383(3)
C8 C13 1.384(3)
C9 C10 1.379(3)
C10 C11 1.381(3)
C11 C12 1.384(3)
C11 C20 1.508(3)
C12 C13 1.384(3)
C14 C15 1.390(3)
C14 C19 1.390(3)
C15 C16 1.380(3)
C16 C17 1.382(3)
C17 C18 1.372(3)
C17 C21 1.520(3)
C18 C19 1.389(3)
N1 N2 1.3931(19)
N1 S1 1.6298(16)
O1 S1 1.4342(12)
O2 S1 1.4174(13)
