#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/31/88/4318800.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_4318800
loop_
_publ_author_name
'Way-Zen Lee'
'William B. Tolman'
_publ_section_title
;
 Toward Synthetic Analogues of Linked Redox and Catalytic Multimetal Sites
 in Proteins: A Model of the Histidine-Cysteine Bridged Dicopper Array
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              5656
_journal_page_last               5658
_journal_paper_doi               10.1021/ic025937a
_journal_volume                  41
_journal_year                    2002
_chemical_compound_source        'Way-Zen Lee'
_chemical_formula_moiety         'C19 H17 N S'
_chemical_formula_sum            'C19 H17 N S'
_chemical_formula_weight         291.40
_chemical_name_common            01365
_chemical_name_systematic
; 
 HSCPh2CH2Py 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                111.0380(10)
_cell_angle_beta                 93.3050(10)
_cell_angle_gamma                104.7860(10)
_cell_formula_units_Z            2
_cell_length_a                   7.1571(5)
_cell_length_b                   10.7266(7)
_cell_length_c                   11.0568(7)
_cell_measurement_reflns_used    2356
_cell_measurement_temperature    173(2)
_cell_volume                     755.48(9)
_computing_cell_refinement       'SAINT, Bruker'
_computing_data_collection       'SMART, Bruker'
_computing_data_reduction        'SAINT, Bruker'
_computing_molecular_graphics    'SHELXTL, Bruker'
_computing_structure_refinement  SHELXL-97
_computing_structure_solution    SHELXS-97
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_device_type  'Siemens SMART Platform CCD'
_diffrn_measurement_method       'area detector, omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'normal-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0153
_diffrn_reflns_av_sigmaI/netI    0.0208
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            6725
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         2.00
_exptl_absorpt_coefficient_mu    0.207
_exptl_absorpt_correction_T_max  1.000000
_exptl_absorpt_correction_T_min  0.945482
_exptl_absorpt_correction_type   multiscans
_exptl_absorpt_process_details   'SADABS, R. Blessing, 1995'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.281
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             308
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.4
_refine_diff_density_max         0.245
_refine_diff_density_min         -0.287
_refine_diff_density_rms         0.046
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     194
_refine_ls_number_reflns         3398
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.041
_refine_ls_R_factor_all          0.0398
_refine_ls_R_factor_gt           0.0337
_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)+(0.0463P)²+0.2241P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0872
_refine_ls_wR_factor_ref         0.0904
_reflns_number_gt                2994
_reflns_number_total             3398
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic025937a_s2_1.cif
_cod_data_source_block           01365m
_cod_database_code               4318800
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.39557(5) 0.30134(4) 0.05539(3) 0.03221(11) Uani 1 1 d . . .
N1 N 0.84271(17) 0.06644(12) -0.27188(12) 0.0350(3) Uani 1 1 d . . .
C1 C 0.64479(17) 0.38916(12) 0.15187(11) 0.0226(2) Uani 1 1 d . . .
C2 C 0.78950(18) 0.41923(12) 0.05921(11) 0.0242(2) Uani 1 1 d . . .
H2A H 0.7512 0.4815 0.0240 0.029 Uiso 1 1 calc R . .
H2B H 0.9191 0.4684 0.1113 0.029 Uiso 1 1 calc R . .
C3 C 0.80271(17) 0.29254(12) -0.05463(12) 0.0240(2) Uani 1 1 d . . .
C4 C 0.89333(18) 0.19728(13) -0.03826(13) 0.0284(3) Uani 1 1 d . . .
H4A H 0.9429 0.2072 0.0454 0.034 Uiso 1 1 calc R . .
C5 C 0.9085(2) 0.08786(14) -0.14819(14) 0.0331(3) Uani 1 1 d . . .
H5A H 0.9684 0.0253 -0.1351 0.040 Uiso 1 1 calc R . .
C6 C 0.7557(2) 0.15780(15) -0.28651(13) 0.0339(3) Uani 1 1 d . . .
H6A H 0.7086 0.1456 -0.3714 0.041 Uiso 1 1 calc R . .
C7 C 0.73124(18) 0.26988(14) -0.18280(12) 0.0286(3) Uani 1 1 d . . .
H7A H 0.6676 0.3292 -0.1990 0.034 Uiso 1 1 calc R . .
C8 C 0.71511(17) 0.30604(12) 0.22347(11) 0.0227(2) Uani 1 1 d . . .
C9 C 0.61540(19) 0.16965(13) 0.20565(13) 0.0292(3) Uani 1 1 d . . .
H9A H 0.4952 0.1246 0.1501 0.035 Uiso 1 1 calc R . .
C10 C 0.6942(2) 0.09981(14) 0.27048(15) 0.0354(3) Uani 1 1 d . . .
H10A H 0.6260 0.0085 0.2575 0.042 Uiso 1 1 calc R . .
C11 C 0.8724(2) 0.16473(15) 0.35379(14) 0.0341(3) Uani 1 1 d . . .
H11A H 0.9249 0.1171 0.3958 0.041 Uiso 1 1 calc R . .
C12 C 0.9724(2) 0.30193(14) 0.37421(13) 0.0310(3) Uani 1 1 d . . .
H12A H 1.0917 0.3469 0.4308 0.037 Uiso 1 1 calc R . .
C13 C 0.89423(18) 0.37154(13) 0.31012(12) 0.0265(3) Uani 1 1 d . . .
H13A H 0.9618 0.4635 0.3248 0.032 Uiso 1 1 calc R . .
C14 C 0.62782(17) 0.52557(12) 0.25571(11) 0.0232(2) Uani 1 1 d . . .
C15 C 0.48891(19) 0.51643(14) 0.33880(12) 0.0282(3) Uani 1 1 d . . .
H15A H 0.4052 0.4294 0.3270 0.034 Uiso 1 1 calc R . .
C16 C 0.4746(2) 0.63568(15) 0.43857(13) 0.0320(3) Uani 1 1 d . . .
H16A H 0.3800 0.6283 0.4919 0.038 Uiso 1 1 calc R . .
C17 C 0.6011(2) 0.76553(14) 0.45878(13) 0.0319(3) Uani 1 1 d . . .
H17A H 0.5942 0.8451 0.5272 0.038 Uiso 1 1 calc R . .
C19 C 0.74995(18) 0.65705(13) 0.27453(12) 0.0268(3) Uani 1 1 d . . .
H19A H 0.8405 0.6656 0.2188 0.032 Uiso 1 1 calc R . .
C18 C 0.7376(2) 0.77630(14) 0.37655(13) 0.0310(3) Uani 1 1 d . . .
H18A H 0.8216 0.8635 0.3893 0.037 Uiso 1 1 calc R . .
H1A H 0.428(3) 0.2059(19) -0.0332(18) 0.055(5) Uiso 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'
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
C6 N1 C5 116.02(11) . . ?
C8 C1 C14 108.41(9) . . ?
C8 C1 C2 110.07(9) . . ?
C14 C1 C2 111.49(9) . . ?
C8 C1 S1 113.86(8) . . ?
C14 C1 S1 104.05(8) . . ?
C2 C1 S1 108.85(8) . . ?
C3 C2 C1 115.89(10) . . ?
C7 C3 C4 116.86(11) . . ?
C7 C3 C2 120.35(11) . . ?
C4 C3 C2 122.73(11) . . ?
C5 C4 C3 119.24(12) . . ?
N1 C5 C4 124.29(12) . . ?
N1 C6 C7 124.12(13) . . ?
C6 C7 C3 119.45(12) . . ?
C9 C8 C13 118.07(11) . . ?
C9 C8 C1 124.34(11) . . ?
C13 C8 C1 117.58(10) . . ?
C8 C9 C10 120.54(12) . . ?
C11 C10 C9 120.79(12) . . ?
C10 C11 C12 119.34(12) . . ?
C13 C12 C11 119.96(13) . . ?
C12 C13 C8 121.29(12) . . ?
C19 C14 C15 118.46(11) . . ?
C19 C14 C1 122.97(10) . . ?
C15 C14 C1 118.51(11) . . ?
C16 C15 C14 120.83(12) . . ?
C17 C16 C15 120.13(12) . . ?
C18 C17 C16 119.65(12) . . ?
C14 C19 C18 120.48(12) . . ?
C17 C18 C19 120.42(12) . . ?
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 C1 1.8462(12) . ?
N1 C6 1.3371(19) . ?
N1 C5 1.3378(19) . ?
C1 C8 1.5378(17) . ?
C1 C14 1.5410(16) . ?
C1 C2 1.5542(16) . ?
C2 C3 1.5136(16) . ?
C3 C7 1.3909(18) . ?
C3 C4 1.3983(17) . ?
C4 C5 1.3866(18) . ?
C6 C7 1.3899(18) . ?
C8 C9 1.3901(17) . ?
C8 C13 1.4037(17) . ?
C9 C10 1.3955(19) . ?
C10 C11 1.382(2) . ?
C11 C12 1.391(2) . ?
C12 C13 1.3858(18) . ?
C14 C19 1.3911(17) . ?
C14 C15 1.4009(17) . ?
C15 C16 1.3893(18) . ?
C16 C17 1.385(2) . ?
C17 C18 1.3836(19) . ?
C19 C18 1.3964(17) . ?
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
C8 C1 C2 C3 65.26(13) . . . . ?
C14 C1 C2 C3 -174.39(10) . . . . ?
S1 C1 C2 C3 -60.18(12) . . . . ?
C1 C2 C3 C7 111.03(13) . . . . ?
C1 C2 C3 C4 -71.97(15) . . . . ?
C7 C3 C4 C5 0.46(18) . . . . ?
C2 C3 C4 C5 -176.64(11) . . . . ?
C6 N1 C5 C4 -0.7(2) . . . . ?
C3 C4 C5 N1 0.5(2) . . . . ?
C5 N1 C6 C7 -0.1(2) . . . . ?
N1 C6 C7 C3 1.0(2) . . . . ?
C4 C3 C7 C6 -1.16(18) . . . . ?
C2 C3 C7 C6 176.01(11) . . . . ?
C14 C1 C8 C9 123.45(12) . . . . ?
C2 C1 C8 C9 -114.36(12) . . . . ?
S1 C1 C8 C9 8.18(15) . . . . ?
C14 C1 C8 C13 -58.12(13) . . . . ?
C2 C1 C8 C13 64.07(13) . . . . ?
S1 C1 C8 C13 -173.40(8) . . . . ?
C13 C8 C9 C10 -1.24(18) . . . . ?
C1 C8 C9 C10 177.18(11) . . . . ?
C8 C9 C10 C11 0.1(2) . . . . ?
C9 C10 C11 C12 0.9(2) . . . . ?
C10 C11 C12 C13 -0.7(2) . . . . ?
C11 C12 C13 C8 -0.39(19) . . . . ?
C9 C8 C13 C12 1.37(18) . . . . ?
C1 C8 C13 C12 -177.15(11) . . . . ?
C8 C1 C14 C19 112.34(12) . . . . ?
C2 C1 C14 C19 -8.98(16) . . . . ?
S1 C1 C14 C19 -126.14(11) . . . . ?
C8 C1 C14 C15 -64.75(13) . . . . ?
C2 C1 C14 C15 173.93(10) . . . . ?
S1 C1 C14 C15 56.77(12) . . . . ?
C19 C14 C15 C16 -0.64(18) . . . . ?
C1 C14 C15 C16 176.58(11) . . . . ?
C14 C15 C16 C17 -1.29(19) . . . . ?
C15 C16 C17 C18 2.0(2) . . . . ?
C15 C14 C19 C18 1.89(18) . . . . ?
C1 C14 C19 C18 -175.21(11) . . . . ?
C16 C17 C18 C19 -0.74(19) . . . . ?
C14 C19 C18 C17 -1.22(19) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30661074
