#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/4/34/01/4340163.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_4340163
loop_
_publ_author_name
'Wang, Jun-Jieh'
'Tessier, Christian'
'Holm, R. H.'
_publ_section_title
;
 Analogue reaction systems of selenate reductase.
;
_journal_issue                   7
_journal_name_full               'Inorganic chemistry'
_journal_page_first              2979
_journal_page_last               2988
_journal_paper_doi               10.1021/ic0521630
_journal_volume                  45
_journal_year                    2006
_chemical_formula_moiety         'C8 H20 N, H O3 Se'
_chemical_formula_sum            'C8 H21 N O3 Se'
_chemical_formula_weight         258.22
_chemical_name_systematic
; 
 ? 
;
_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                80.640(10)
_cell_angle_beta                 65.150(10)
_cell_angle_gamma                77.19(2)
_cell_formula_units_Z            2
_cell_length_a                   7.926(6)
_cell_length_b                   8.909(7)
_cell_length_c                   9.146(7)
_cell_measurement_reflns_used    2386
_cell_measurement_temperature    193(2)
_cell_measurement_theta_max      28.01
_cell_measurement_theta_min      2.35
_cell_volume                     569.7(8)
_computing_cell_refinement       'SMART (Bruker, 2001)'
_computing_data_collection       'SMART (Bruker, 2001)'
_computing_data_reduction        'SAINT (Bruker, 2003)'
_computing_molecular_graphics    'SHELXTL (Bruker, 2000)'
_computing_publication_material  'SHELXTL (Bruker, 2000)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      193(2)
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device_type  'Bruker Smart APEX CCD'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0256
_diffrn_reflns_av_sigmaI/netI    0.0472
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            4239
_diffrn_reflns_theta_full        28.05
_diffrn_reflns_theta_max         28.05
_diffrn_reflns_theta_min         2.35
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    3.276
_exptl_absorpt_correction_T_max  0.8031
_exptl_absorpt_correction_T_min  0.5195
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2002)'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.505
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Chunk
_exptl_crystal_F_000             268
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.07
_refine_diff_density_max         1.795
_refine_diff_density_min         -0.406
_refine_diff_density_rms         0.100
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     125
_refine_ls_number_reflns         2718
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.059
_refine_ls_R_factor_all          0.0437
_refine_ls_R_factor_gt           0.0376
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0523P)²+0.2231P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0945
_refine_ls_wR_factor_ref         0.0978
_reflns_number_gt                2430
_reflns_number_total             2718
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic0521630si20051220_102714.cif
_cod_data_source_block           HSeO3
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to
/usr/data/users/saulius/automatic-downloads/retrospective/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from
2011-04-26.

'_geom_hbond_publ_flag' value 'Y' changed to 'y'
according to
/usr/data/users/saulius/automatic-downloads/retrospective/ACS/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_Hall     -P1
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4340163
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
Se Se 0.07138(4) 0.79038(3) 0.12798(3) 0.02873(11) Uani 1 1 d .
O1 O 0.2290(3) 0.8904(3) -0.0159(3) 0.0403(5) Uani 1 1 d .
O2 O 0.1580(3) 0.7174(3) 0.2636(3) 0.0434(5) Uani 1 1 d .
O3 O -0.1025(3) 0.9403(3) 0.2328(3) 0.0413(5) Uani 1 1 d D
H3 H -0.139(6) 0.985(4) 0.163(4) 0.062 Uiso 1 1 d D
N1 N 0.2357(3) 0.2423(2) 0.2638(3) 0.0216(4) Uani 1 1 d .
C1 C 0.2166(4) 0.0835(3) 0.3542(3) 0.0266(5) Uani 1 1 d .
H1A H 0.1565 0.0961 0.4717 0.032 Uiso 1 1 calc R
H1B H 0.1311 0.0380 0.3271 0.032 Uiso 1 1 calc R
C2 C 0.3992(4) -0.0276(4) 0.3180(4) 0.0384(7) Uani 1 1 d .
H2A H 0.4649 -0.0351 0.2010 0.058 Uiso 1 1 calc R
H2B H 0.3734 -0.1296 0.3716 0.058 Uiso 1 1 calc R
H2C H 0.4786 0.0093 0.3578 0.058 Uiso 1 1 calc R
C3 C 0.3755(4) 0.3155(3) 0.2890(4) 0.0292(6) Uani 1 1 d .
H3A H 0.3763 0.4206 0.2335 0.035 Uiso 1 1 calc R
H3B H 0.5031 0.2546 0.2370 0.035 Uiso 1 1 calc R
C4 C 0.3363(4) 0.3271(4) 0.4645(4) 0.0356(7) Uani 1 1 d .
H4A H 0.2115 0.3894 0.5169 0.053 Uiso 1 1 calc R
H4B H 0.4326 0.3760 0.4698 0.053 Uiso 1 1 calc R
H4C H 0.3394 0.2234 0.5202 0.053 Uiso 1 1 calc R
C5 C 0.0440(3) 0.3450(3) 0.3306(3) 0.0262(5) Uani 1 1 d .
H5A H -0.0004 0.3407 0.4496 0.031 Uiso 1 1 calc R
H5B H 0.0589 0.4530 0.2880 0.031 Uiso 1 1 calc R
C6 C -0.1064(4) 0.3030(4) 0.2909(4) 0.0359(7) Uani 1 1 d .
H6A H -0.0656 0.3091 0.1733 0.054 Uiso 1 1 calc R
H6B H -0.2247 0.3752 0.3376 0.054 Uiso 1 1 calc R
H6C H -0.1261 0.1977 0.3360 0.054 Uiso 1 1 calc R
C7 C 0.3044(4) 0.2245(3) 0.0834(3) 0.0297(6) Uani 1 1 d .
H7A H 0.4346 0.1654 0.0451 0.036 Uiso 1 1 calc R
H7B H 0.2239 0.1625 0.0690 0.036 Uiso 1 1 calc R
C8 C 0.3038(5) 0.3743(4) -0.0229(4) 0.0401(7) Uani 1 1 d .
H8A H 0.1735 0.4278 0.0039 0.060 Uiso 1 1 calc R
H8B H 0.3617 0.3517 -0.1366 0.060 Uiso 1 1 calc R
H8C H 0.3757 0.4403 -0.0044 0.060 Uiso 1 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Se 0.03342(17) 0.02546(16) 0.02776(17) -0.00459(10) -0.01041(12) -0.00777(11)
O1 0.0265(10) 0.0459(13) 0.0352(12) 0.0068(10) -0.0034(8) -0.0058(9)
O2 0.0483(13) 0.0413(13) 0.0405(13) 0.0061(10) -0.0218(11) -0.0057(10)
O3 0.0384(11) 0.0406(13) 0.0308(12) -0.0034(9) -0.0056(9) 0.0045(9)
N1 0.0204(9) 0.0196(10) 0.0215(10) -0.0035(8) -0.0041(8) -0.0042(8)
C1 0.0289(12) 0.0228(12) 0.0250(13) 0.0012(10) -0.0077(10) -0.0066(10)
C2 0.0393(15) 0.0259(15) 0.0419(18) -0.0007(12) -0.0127(13) 0.0014(12)
C3 0.0224(12) 0.0315(14) 0.0323(14) -0.0048(11) -0.0058(10) -0.0104(10)
C4 0.0266(13) 0.0414(17) 0.0435(17) -0.0167(13) -0.0150(12) -0.0033(12)
C5 0.0221(11) 0.0239(13) 0.0301(14) -0.0076(10) -0.0073(10) -0.0012(10)
C6 0.0266(13) 0.0400(17) 0.0427(17) -0.0082(13) -0.0138(12) -0.0052(12)
C7 0.0345(14) 0.0288(14) 0.0203(12) -0.0046(10) -0.0070(11) -0.0008(11)
C8 0.0484(18) 0.0418(18) 0.0255(15) 0.0058(13) -0.0115(13) -0.0117(14)
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'
Se Se -0.0929 2.2259 '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
O2 Se O1 107.09(13)
O2 Se O3 99.94(13)
O1 Se O3 101.28(13)
Se O3 H3 101(3)
C3 N1 C5 107.9(2)
C3 N1 C1 112.1(2)
C5 N1 C1 107.55(19)
C3 N1 C7 108.6(2)
C5 N1 C7 112.4(2)
C1 N1 C7 108.4(2)
C2 C1 N1 114.7(2)
C2 C1 H1A 108.6
N1 C1 H1A 108.6
C2 C1 H1B 108.6
N1 C1 H1B 108.6
H1A C1 H1B 107.6
C1 C2 H2A 109.5
C1 C2 H2B 109.5
H2A C2 H2B 109.5
C1 C2 H2C 109.5
H2A C2 H2C 109.5
H2B C2 H2C 109.5
N1 C3 C4 114.9(2)
N1 C3 H3A 108.6
C4 C3 H3A 108.6
N1 C3 H3B 108.6
C4 C3 H3B 108.6
H3A C3 H3B 107.5
C3 C4 H4A 109.5
C3 C4 H4B 109.5
H4A C4 H4B 109.5
C3 C4 H4C 109.5
H4A C4 H4C 109.5
H4B C4 H4C 109.5
C6 C5 N1 114.8(2)
C6 C5 H5A 108.6
N1 C5 H5A 108.6
C6 C5 H5B 108.6
N1 C5 H5B 108.6
H5A C5 H5B 107.5
C5 C6 H6A 109.5
C5 C6 H6B 109.5
H6A C6 H6B 109.5
C5 C6 H6C 109.5
H6A C6 H6C 109.5
H6B C6 H6C 109.5
C8 C7 N1 115.5(2)
C8 C7 H7A 108.4
N1 C7 H7A 108.4
C8 C7 H7B 108.4
N1 C7 H7B 108.4
H7A C7 H7B 107.5
C7 C8 H8A 109.5
C7 C8 H8B 109.5
H8A C8 H8B 109.5
C7 C8 H8C 109.5
H8A C8 H8C 109.5
H8B C8 H8C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Se O2 1.639(2)
Se O1 1.678(2)
Se O3 1.758(2)
O3 H3 0.82(4)
N1 C3 1.513(3)
N1 C5 1.518(3)
N1 C1 1.523(3)
N1 C7 1.528(4)
C1 C2 1.501(4)
C1 H1A 0.9900
C1 H1B 0.9900
C2 H2A 0.9800
C2 H2B 0.9800
C2 H2C 0.9800
C3 C4 1.518(4)
C3 H3A 0.9900
C3 H3B 0.9900
C4 H4A 0.9800
C4 H4B 0.9800
C4 H4C 0.9800
C5 C6 1.516(4)
C5 H5A 0.9900
C5 H5B 0.9900
C6 H6A 0.9800
C6 H6B 0.9800
C6 H6C 0.9800
C7 C8 1.519(4)
C7 H7A 0.9900
C7 H7B 0.9900
C8 H8A 0.9800
C8 H8B 0.9800
C8 H8C 0.9800
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_angle_DHA
_geom_hbond_distance_DA
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O3 H3 0.82(4) 1.88(4) 172.55 2.691(3) O1 2_575 y
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
C3 N1 C1 C2 -54.2(3)
C5 N1 C1 C2 -172.6(2)
C7 N1 C1 C2 65.6(3)
C5 N1 C3 C4 63.4(3)
C1 N1 C3 C4 -54.8(3)
C7 N1 C3 C4 -174.5(2)
C3 N1 C5 C6 170.4(2)
C1 N1 C5 C6 -68.5(3)
C7 N1 C5 C6 50.7(3)
C3 N1 C7 C8 -66.7(3)
C5 N1 C7 C8 52.6(3)
C1 N1 C7 C8 171.3(2)
