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#$Date: 2023-03-02 10:11:28 +0200 (Thu, 02 Mar 2023) $
#$Revision: 281234 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/68/8106804.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_8106804
loop_
_publ_author_name
'Hijazi, Ahmed K.'
'Abu-Salem, Qutaiba'
'Ajlouni, Abdulaziz'
'Taha, Ziyad A.'
_publ_section_title
;
 Crystal structure of 2-(9H-fluoren-9-ylidene)hydrazine-1-carbothioamide,
 C14H11N3S
;
_journal_issue                   1
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              129
_journal_page_last               131
_journal_paper_doi               10.1515/ncrs-2015-0058
_journal_volume                  231
_journal_year                    2016
_chemical_formula_sum            'C14 H11 N3 S'
_chemical_formula_weight         253.32
_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_Hall           '-P 2n 2ab'
_space_group_name_H-M_alt        'P b c n'
_atom_sites_solution_hydrogens   geom
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   19.8130(12)
_cell_length_b                   8.1643(5)
_cell_length_c                   14.9521(9)
_cell_measurement_temperature    100(2)
_cell_volume                     2418.6(3)
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.979
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0334
_diffrn_reflns_av_unetI/netI     0.0231
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            10371
_diffrn_reflns_point_group_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.364
_diffrn_reflns_theta_min         2.056
_exptl_absorpt_coefficient_mu    0.251
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_correction_T_min  0.4208
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.391
_exptl_crystal_description       prism
_exptl_crystal_F_000             1056
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.323
_refine_diff_density_min         -0.201
_refine_diff_density_rms         0.045
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     163
_refine_ls_number_reflns         2425
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.055
_refine_ls_R_factor_all          0.0376
_refine_ls_R_factor_gt           0.0308
_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)+(0.0485P)²+0.7550P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0845
_refine_ls_wR_factor_ref         0.0880
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2065
_reflns_number_total             2425
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_ncrs-2015-0058_suppl.cif
_cod_data_source_block           E
_cod_database_code               8106804
_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_min   0.885
_shelx_estimated_absorpt_t_max   0.975
_shelxl_version_number           2013-4
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y, -z+1/2'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'-x-1/2, y-1/2, z'
'x, -y, 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
C1 C 0.82592(7) 0.37050(17) 0.23563(9) 0.0158(3) Uani 1 1 d . . . . .
C2 C 0.78949(7) 0.28261(17) 0.17120(9) 0.0151(3) Uani 1 1 d . . . . .
C3 C 0.82190(7) 0.18897(18) 0.10662(9) 0.0173(3) Uani 1 1 d . . . . .
H3 H 0.7973 0.1302 0.0645 0.021 Uiso 1 1 calc R U . . .
C4 C 0.89209(7) 0.18540(18) 0.10658(10) 0.0199(3) Uani 1 1 d . . . . .
H4 H 0.9149 0.1233 0.0641 0.024 Uiso 1 1 calc R U . . .
C5 C 0.92854(7) 0.2746(2) 0.17000(10) 0.0219(3) Uani 1 1 d . . . . .
H5 H 0.9755 0.2717 0.1687 0.026 Uiso 1 1 calc R U . . .
C6 C 0.89613(7) 0.36744(18) 0.23496(10) 0.0196(3) Uani 1 1 d . . . . .
H6 H 0.9208 0.4262 0.2770 0.024 Uiso 1 1 calc R U . . .
C7 C 0.77735(6) 0.44837(17) 0.29680(9) 0.0155(3) Uani 1 1 d . . . . .
C8 C 0.71082(6) 0.40785(17) 0.26970(9) 0.0145(3) Uani 1 1 d . . . . .
C9 C 0.65592(7) 0.46381(18) 0.31881(9) 0.0174(3) Uani 1 1 d . . . . .
H9 H 0.6121 0.4382 0.3013 0.021 Uiso 1 1 calc R U . . .
C10 C 0.66740(7) 0.55881(19) 0.39468(9) 0.0202(3) Uani 1 1 d . . . . .
H10 H 0.6310 0.5957 0.4284 0.024 Uiso 1 1 calc R U . . .
C11 C 0.73263(7) 0.59911(18) 0.42060(10) 0.0205(3) Uani 1 1 d . . . . .
H11 H 0.7393 0.6632 0.4712 0.025 Uiso 1 1 calc R U . . .
C12 C 0.78809(7) 0.54473(18) 0.37171(9) 0.0183(3) Uani 1 1 d . . . . .
H12 H 0.8317 0.5727 0.3891 0.022 Uiso 1 1 calc R U . . .
C13 C 0.71650(7) 0.30473(16) 0.18828(9) 0.0144(3) Uani 1 1 d . . . . .
N14 N 0.67370(6) 0.23746(15) 0.13459(8) 0.0153(3) Uani 1 1 d . . . . .
N15 N 0.60617(5) 0.25537(15) 0.14907(8) 0.0168(3) Uani 1 1 d . . . . .
H15 H 0.5915 0.3138 0.1928 0.020 Uiso 1 1 calc R U . . .
C16 C 0.56250(7) 0.17843(17) 0.09262(9) 0.0153(3) Uani 1 1 d . . . . .
S17 S 0.47893(2) 0.19774(5) 0.10961(3) 0.02117(13) Uani 1 1 d . . . . .
N18 N 0.59024(6) 0.09479(15) 0.02626(8) 0.0209(3) Uani 1 1 d . . . . .
H18A H 0.6334 0.0915 0.0208 0.025 Uiso 1 1 calc R U . . .
H18B H 0.5651 0.0438 -0.0114 0.025 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'
N N 0.0061 0.0033 '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
C6 C1 C2 120.06(13) . .
C6 C1 C7 131.75(13) . .
C2 C1 C7 108.15(11) . .
C3 C2 C1 121.44(13) . .
C3 C2 C13 129.72(13) . .
C1 C2 C13 108.80(12) . .
C2 C3 C4 118.30(13) . .
C3 C4 C5 120.39(14) . .
C6 C5 C4 121.33(13) . .
C5 C6 C1 118.48(13) . .
C12 C7 C8 120.42(13) . .
C12 C7 C1 130.34(13) . .
C8 C7 C1 109.23(12) . .
C9 C8 C7 119.99(13) . .
C9 C8 C13 132.77(12) . .
C7 C8 C13 107.23(11) . .
C8 C9 C10 119.05(13) . .
C11 C10 C9 120.74(14) . .
C10 C11 C12 120.82(13) . .
C7 C12 C11 118.97(13) . .
N14 C13 C2 118.88(13) . .
N14 C13 C8 134.58(12) . .
C2 C13 C8 106.55(11) . .
C13 N14 N15 120.03(12) . .
C16 N15 N14 118.39(12) . .
N18 C16 N15 116.01(12) . .
N18 C16 S17 124.75(11) . .
N15 C16 S17 119.23(11) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C6 1.3914(19) .
C1 C2 1.4013(19) .
C1 C7 1.472(2) .
C2 C3 1.389(2) .
C2 C13 1.4796(18) .
C3 C4 1.391(2) .
C4 C5 1.397(2) .
C5 C6 1.390(2) .
C7 C12 1.3853(19) .
C7 C8 1.4180(18) .
C8 C9 1.3897(19) .
C8 C13 1.4844(19) .
C9 C10 1.393(2) .
C10 C11 1.389(2) .
C11 C12 1.392(2) .
C13 N14 1.2904(18) .
N14 N15 1.3633(16) .
N15 C16 1.3623(17) .
C16 N18 1.3240(18) .
C16 S17 1.6824(14) .
