#------------------------------------------------------------------------------
#$Date: 2018-10-05 15:19:55 +0300 (Fri, 05 Oct 2018) $
#$Revision: 211332 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/08/7150825.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_7150825
loop_
_publ_author_name
'Prieto, Oscar'
'Lam, Hon Wai'
_publ_section_title
;
 Cobalt-catalyzed reductive Mannich reactions of 4-acryloylmorpholine
 with N-tosyl aldimines
;
_journal_issue                   1
_journal_name_full               'Organic &  Biomolecular Chemistry'
_journal_page_first              55
_journal_page_last               57
_journal_paper_doi               10.1039/b715839d
_journal_volume                  6
_journal_year                    2008
_chemical_compound_source        'Oscar Prieto OP-406 major diast '
_chemical_formula_moiety         'C18 H22 N2 O4 S2'
_chemical_formula_sum            'C18 H22 N2 O4 S2'
_chemical_formula_weight         394.52
_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   mixed
_atom_sites_solution_primary     Patterson
_audit_creation_date             06-10-28
_audit_creation_method           CRYSTALS_ver_12.83
_cell_angle_alpha                100.6340(10)
_cell_angle_beta                 100.3860(10)
_cell_angle_gamma                99.8360(10)
_cell_formula_units_Z            2
_cell_length_a                   5.96010(10)
_cell_length_b                   9.7146(2)
_cell_length_c                   16.6249(3)
_cell_measurement_reflns_used    8850
_cell_measurement_temperature    150
_cell_measurement_theta_max      30
_cell_measurement_theta_min      2
_cell_volume                     909.57(3)
_computing_cell_refinement       'SAINT (Siemens ,1995)'
_computing_data_collection       'SMART (Siemens, 1993)'
_computing_data_reduction        'SAINT (Siemens ,1995)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_solution    'DIRDIF-96 (Beurskens et al., 1996)'
_diffrn_ambient_temperature      150
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.936
_diffrn_measurement_device_type  'Bruker SMART'
_diffrn_measurement_method       'φ & ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.030
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            18451
_diffrn_reflns_theta_full        27.031
_diffrn_reflns_theta_max         30.034
_diffrn_reflns_theta_min         2.182
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.320
_exptl_absorpt_correction_T_max  0.94
_exptl_absorpt_correction_T_min  0.69
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Siemens, 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.440
_exptl_crystal_description       block
_exptl_crystal_F_000             416
_exptl_crystal_recrystallization_method
;
>From hot EtOH
;
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.21
_refine_diff_density_max         0.44
_refine_diff_density_min         -0.27
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   0.9635
_refine_ls_hydrogen_treatment    'noref/refall (H9)'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     239
_refine_ls_number_reflns         4993
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0460
_refine_ls_R_factor_gt           0.0368
_refine_ls_shift/su_max          0.000421
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
Method= Modified Sheldrick
w=1/[σ²(F²) + ( 0.06P)² + 0.00P]
,where P=(max(Fo²,0) + 2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1019
_refine_ls_wR_factor_gt          0.0991
_refine_ls_wR_factor_ref         0.1019
_reflns_limit_h_max              8
_reflns_limit_h_min              -8
_reflns_limit_k_max              13
_reflns_limit_k_min              -13
_reflns_limit_l_max              23
_reflns_limit_l_min              0
_reflns_number_gt                4066
_reflns_number_total             4994
_reflns_threshold_expression     I>2.0σ(I)
_oxford_diffrn_Wilson_B_factor   0.00
_oxford_diffrn_Wilson_scale      0.00
_oxford_refine_ls_scale          0.6596(14)
_oxford_structure_analysis_title 'HL6007 in P-1 solved dirdif'
_cod_data_source_file            b715839d.txt
_cod_data_source_block           hl6007
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_atom_sites_solution_hydrogens' value 'geom/difmap' was changed to
'mixed'.

Automatic conversion script
Id: cif_fix_values 6452 2018-10-05 10:23:21Z andrius 
;
_cod_original_sg_symbol_Hall     -P1
_cod_original_sg_symbol_H-M      'P -1 '
_cod_database_code               7150825
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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
S1 S -0.07640(6) 0.25269(4) 0.00173(2) 0.0247 1.0000 Uani . . . . . .
C2 C 0.0738(3) 0.17110(16) -0.06438(9) 0.0256 1.0000 Uani . . . . . .
C3 C 0.2556(3) 0.12507(16) -0.02322(10) 0.0247 1.0000 Uani . . . . . .
C4 C 0.2775(2) 0.15576(15) 0.06550(9) 0.0217 1.0000 Uani . . . . . .
C5 C 0.1061(2) 0.22487(14) 0.08725(8) 0.0192 1.0000 Uani . . . . . .
S6 S 0.07518(6) 0.28984(4) 0.18880(2) 0.0190 1.0000 Uani . . . . . .
O7 O -0.16797(17) 0.29142(12) 0.18276(7) 0.0265 1.0000 Uani . . . . . .
O8 O 0.18878(19) 0.20910(11) 0.24129(7) 0.0256 1.0000 Uani . . . . . .
N9 N 0.2130(2) 0.45454(13) 0.22029(7) 0.0190 1.0000 Uani . . . . . .
C10 C 0.4677(2) 0.49379(14) 0.25132(8) 0.0174 1.0000 Uani . . . . . .
C11 C 0.5848(2) 0.59497(14) 0.20166(8) 0.0183 1.0000 Uani . . . . . .
C12 C 0.5377(3) 0.52776(15) 0.10768(9) 0.0243 1.0000 Uani . . . . . .
C13 C 0.4965(2) 0.73445(14) 0.21270(8) 0.0186 1.0000 Uani . . . . . .
O14 O 0.28461(18) 0.72796(11) 0.18725(7) 0.0255 1.0000 Uani . . . . . .
N15 N 0.6467(2) 0.86122(12) 0.24592(7) 0.0198 1.0000 Uani . . . . . .
C16 C 0.5597(3) 0.99485(15) 0.25258(9) 0.0235 1.0000 Uani . . . . . .
C17 C 0.5809(3) 1.06210(18) 0.34396(10) 0.0315 1.0000 Uani . . . . . .
O18 O 0.8155(2) 1.08642(12) 0.39088(7) 0.0319 1.0000 Uani . . . . . .
C19 C 0.8978(3) 0.95646(17) 0.38486(10) 0.0267 1.0000 Uani . . . . . .
C20 C 0.8871(2) 0.88729(15) 0.29391(9) 0.0233 1.0000 Uani . . . . . .
C21 C 0.5322(2) 0.56194(14) 0.34465(8) 0.0183 1.0000 Uani . . . . . .
C22 C 0.3880(2) 0.63696(16) 0.38405(9) 0.0228 1.0000 Uani . . . . . .
C23 C 0.4557(3) 0.70337(17) 0.46868(9) 0.0266 1.0000 Uani . . . . . .
C24 C 0.6700(3) 0.69622(17) 0.51499(9) 0.0264 1.0000 Uani . . . . . .
C25 C 0.8154(3) 0.62283(17) 0.47624(9) 0.0270 1.0000 Uani . . . . . .
C26 C 0.7466(2) 0.55488(16) 0.39173(9) 0.0229 1.0000 Uani . . . . . .
H9 H 0.149(3) 0.515(2) 0.1977(12) 0.029(5) 1.0000 Uiso . . . . . .
H2 H 0.0347 0.1591 -0.1236 0.0292 1.0000 Uiso . . . . . .
H3 H 0.3570 0.0776 -0.0506 0.0293 1.0000 Uiso . . . . . .
H4 H 0.3943 0.1319 0.1043 0.0250 1.0000 Uiso . . . . . .
H10 H 0.5293 0.4039 0.2428 0.0210 1.0000 Uiso . . . . . .
H11 H 0.7572 0.6180 0.2246 0.0221 1.0000 Uiso . . . . . .
H121 H 0.6150 0.5956 0.0793 0.0365 1.0000 Uiso . . . . . .
H122 H 0.5986 0.4399 0.0995 0.0365 1.0000 Uiso . . . . . .
H123 H 0.3692 0.5048 0.0842 0.0365 1.0000 Uiso . . . . . .
H161 H 0.6530 1.0621 0.2270 0.0277 1.0000 Uiso . . . . . .
H162 H 0.3940 0.9735 0.2228 0.0277 1.0000 Uiso . . . . . .
H171 H 0.5312 1.1549 0.3480 0.0366 1.0000 Uiso . . . . . .
H172 H 0.4781 0.9973 0.3680 0.0366 1.0000 Uiso . . . . . .
H191 H 1.0614 0.9773 0.4168 0.0310 1.0000 Uiso . . . . . .
H192 H 0.7996 0.8893 0.4090 0.0310 1.0000 Uiso . . . . . .
H201 H 0.9905 0.9521 0.2701 0.0267 1.0000 Uiso . . . . . .
H202 H 0.9388 0.7953 0.2911 0.0267 1.0000 Uiso . . . . . .
H22 H 0.2415 0.6428 0.3526 0.0274 1.0000 Uiso . . . . . .
H23 H 0.3553 0.7537 0.4948 0.0319 1.0000 Uiso . . . . . .
H24 H 0.7166 0.7413 0.5729 0.0305 1.0000 Uiso . . . . . .
H25 H 0.9632 0.6189 0.5076 0.0315 1.0000 Uiso . . . . . .
H26 H 0.8465 0.5034 0.3660 0.0281 1.0000 Uiso . . . . . .
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
S 0.1246 0.1234 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720
0.8669 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 . S1 . C5 . 90.91(7) yes
S1 . C2 . C3 . 112.82(11) yes
S1 . C2 . H2 . 123.6 no
C3 . C2 . H2 . 123.6 no
C2 . C3 . C4 . 112.78(13) yes
C2 . C3 . H3 . 123.6 no
C4 . C3 . H3 . 123.6 no
C3 . C4 . C5 . 110.75(13) yes
C3 . C4 . H4 . 124.6 no
C5 . C4 . H4 . 124.6 no
S1 . C5 . C4 . 112.74(11) yes
S1 . C5 . S6 . 120.84(8) yes
C4 . C5 . S6 . 126.33(11) yes
C5 . S6 . O7 . 106.42(6) yes
C5 . S6 . O8 . 106.77(7) yes
O7 . S6 . O8 . 120.74(6) yes
C5 . S6 . N9 . 108.94(6) yes
O7 . S6 . N9 . 106.17(6) yes
O8 . S6 . N9 . 107.42(6) yes
S6 . N9 . C10 . 121.85(9) yes
S6 . N9 . H9 . 115.7(12) no
C10 . N9 . H9 . 116.6(12) no
N9 . C10 . C11 . 111.42(11) yes
N9 . C10 . C21 . 111.18(10) yes
C11 . C10 . C21 . 110.43(10) yes
N9 . C10 . H10 . 107.9 no
C11 . C10 . H10 . 107.9 no
C21 . C10 . H10 . 107.9 no
C10 . C11 . C12 . 112.65(11) yes
C10 . C11 . C13 . 110.03(10) yes
C12 . C11 . C13 . 108.51(11) yes
C10 . C11 . H11 . 108.5 no
C12 . C11 . H11 . 108.5 no
C13 . C11 . H11 . 108.5 no
C11 . C12 . H121 . 109.5 no
C11 . C12 . H122 . 109.5 no
H121 . C12 . H122 . 109.5 no
C11 . C12 . H123 . 109.5 no
H121 . C12 . H123 . 109.5 no
H122 . C12 . H123 . 109.5 no
C11 . C13 . O14 . 118.18(12) yes
C11 . C13 . N15 . 120.53(12) yes
O14 . C13 . N15 . 121.23(12) yes
C13 . N15 . C16 . 119.72(12) yes
C13 . N15 . C20 . 128.05(12) yes
C16 . N15 . C20 . 110.99(11) yes
N15 . C16 . C17 . 109.51(12) yes
N15 . C16 . H161 . 109.5 no
C17 . C16 . H161 . 109.5 no
N15 . C16 . H162 . 109.5 no
C17 . C16 . H162 . 109.5 no
H161 . C16 . H162 . 109.5 no
C16 . C17 . O18 . 111.52(13) yes
C16 . C17 . H171 . 109.0 no
O18 . C17 . H171 . 109.0 no
C16 . C17 . H172 . 109.0 no
O18 . C17 . H172 . 109.0 no
H171 . C17 . H172 . 109.5 no
C17 . O18 . C19 . 111.12(12) yes
O18 . C19 . C20 . 111.07(12) yes
O18 . C19 . H191 . 109.1 no
C20 . C19 . H191 . 109.1 no
O18 . C19 . H192 . 109.1 no
C20 . C19 . H192 . 109.1 no
H191 . C19 . H192 . 109.5 no
C19 . C20 . N15 . 109.14(11) yes
C19 . C20 . H201 . 109.6 no
N15 . C20 . H201 . 109.6 no
C19 . C20 . H202 . 109.6 no
N15 . C20 . H202 . 109.6 no
H201 . C20 . H202 . 109.5 no
C10 . C21 . C22 . 122.05(12) yes
C10 . C21 . C26 . 119.20(12) yes
C22 . C21 . C26 . 118.69(12) yes
C21 . C22 . C23 . 120.87(13) yes
C21 . C22 . H22 . 119.6 no
C23 . C22 . H22 . 119.6 no
C22 . C23 . C24 . 120.03(14) yes
C22 . C23 . H23 . 120.0 no
C24 . C23 . H23 . 120.0 no
C23 . C24 . C25 . 119.55(13) yes
C23 . C24 . H24 . 120.2 no
C25 . C24 . H24 . 120.2 no
C24 . C25 . C26 . 120.45(13) yes
C24 . C25 . H25 . 119.8 no
C26 . C25 . H25 . 119.8 no
C21 . C26 . C25 . 120.40(13) yes
C21 . C26 . H26 . 119.8 no
C25 . C26 . H26 . 119.8 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
S1 . C2 . 1.7069(15) yes
S1 . C5 . 1.7211(14) yes
C2 . C3 . 1.361(2) yes
C2 . H2 . 0.950 no
C3 . C4 . 1.427(2) yes
C3 . H3 . 0.950 no
C4 . C5 . 1.3798(19) yes
C4 . H4 . 0.950 no
C5 . S6 . 1.7438(14) yes
S6 . O7 . 1.4374(10) yes
S6 . O8 . 1.4339(11) yes
S6 . N9 . 1.6112(12) yes
N9 . C10 . 1.4703(17) yes
N9 . H9 . 0.863(19) no
C10 . C11 . 1.5518(18) yes
C10 . C21 . 1.5206(18) yes
C10 . H10 . 1.000 no
C11 . C12 . 1.5327(18) yes
C11 . C13 . 1.5273(18) yes
C11 . H11 . 1.000 no
C12 . H121 . 0.980 no
C12 . H122 . 0.980 no
C12 . H123 . 0.980 no
C13 . O14 . 1.2445(16) yes
C13 . N15 . 1.3479(17) yes
N15 . C16 . 1.4710(18) yes
N15 . C20 . 1.4639(18) yes
C16 . C17 . 1.512(2) yes
C16 . H161 . 0.990 no
C16 . H162 . 0.990 no
C17 . O18 . 1.4301(19) yes
C17 . H171 . 0.990 no
C17 . H172 . 0.990 no
O18 . C19 . 1.4238(19) yes
C19 . C20 . 1.522(2) yes
C19 . H191 . 0.990 no
C19 . H192 . 0.990 no
C20 . H201 . 0.990 no
C20 . H202 . 0.990 no
C21 . C22 . 1.3926(19) yes
C21 . C26 . 1.3926(19) yes
C22 . C23 . 1.389(2) yes
C22 . H22 . 0.950 no
C23 . C24 . 1.387(2) yes
C23 . H23 . 0.950 no
C24 . C25 . 1.385(2) yes
C24 . H24 . 0.950 no
C25 . C26 . 1.391(2) yes
C25 . H25 . 0.950 no
C26 . H26 . 0.950 no
