#------------------------------------------------------------------------------
#$Date: 2016-08-07 12:40:00 +0300 (Sun, 07 Aug 2016) $
#$Revision: 185642 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/51/7155133.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_7155133
loop_
_publ_author_name
'Chen, Liang'
'Sun, Jing'
'Xie, Ju'
'Yan, Chao-Guo'
_publ_section_title
;
 Molecular diversity of the three-component reaction of α-amino acids,
 dialkyl acetylenedicarboxylates and N-substituted maleimides.
;
_journal_issue                   27
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              6497
_journal_page_last               6507
_journal_paper_doi               10.1039/c6ob00921b
_journal_volume                  14
_journal_year                    2016
_chemical_formula_moiety         'C14 H18 N2 O6 S'
_chemical_formula_sum            'C14 H18 N2 O6 S'
_chemical_formula_weight         342.36
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_block_doi                 10.5517/cc1kk3qy
_audit_creation_method           SHELXL-97
_audit_update_record
;
2016-01-11 deposited with the CCDC.
2016-05-31 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 107.409(12)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.952(2)
_cell_length_b                   12.865(3)
_cell_length_c                   16.507(4)
_cell_measurement_reflns_used    7108
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.45
_cell_measurement_theta_min      2.68
_cell_volume                     1611.4(7)
_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, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_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  0.0447
_diffrn_reflns_av_sigmaI/netI    0.0383
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            15735
_diffrn_reflns_theta_full        27.54
_diffrn_reflns_theta_max         27.54
_diffrn_reflns_theta_min         2.59
_exptl_absorpt_coefficient_mu    0.233
_exptl_absorpt_correction_T_max  0.946
_exptl_absorpt_correction_T_min  0.929
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.411
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             720
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.24
_refine_diff_density_max         0.476
_refine_diff_density_min         -0.337
_refine_diff_density_rms         0.090
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     211
_refine_ls_number_reflns         3698
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.065
_refine_ls_R_factor_all          0.0688
_refine_ls_R_factor_gt           0.0469
_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)+(0.0750P)²+0.5919P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1296
_refine_ls_wR_factor_ref         0.1493
_reflns_number_gt                2813
_reflns_number_total             3698
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c6ob00921b2.cif
_cod_data_source_block           2b
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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 4268 2015-11-12 08:31:59Z antanas 

 Adding full bibliography for 7155130--7155143.cif.
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7155133
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, 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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C1 C 0.3485(3) 0.97890(16) 0.86170(12) 0.0412(5) Uani 1 1 d .
H1A H 0.4238 0.9186 0.8656 0.049 Uiso 1 1 calc R
H1B H 0.2501 0.9604 0.8821 0.049 Uiso 1 1 calc R
C2 C 0.3884(3) 1.18094(15) 0.83543(13) 0.0430(5) Uani 1 1 d .
H2A H 0.3533 1.2453 0.8564 0.052 Uiso 1 1 calc R
H2B H 0.4766 1.1961 0.8073 0.052 Uiso 1 1 calc R
C3 C 0.2309(2) 1.12611(13) 0.77583(11) 0.0306(4) Uani 1 1 d .
H3 H 0.1317 1.1293 0.7995 0.037 Uiso 1 1 calc R
C4 C 0.3065(3) 1.19500(14) 0.64606(12) 0.0345(4) Uani 1 1 d .
C5 C 0.1648(2) 1.15184(13) 0.68097(11) 0.0300(4) Uani 1 1 d .
H5 H 0.0625 1.1982 0.6683 0.036 Uiso 1 1 calc R
C6 C 0.1151(2) 1.04543(13) 0.63655(11) 0.0302(4) Uani 1 1 d .
H6 H -0.0087 1.0444 0.6017 0.036 Uiso 1 1 calc R
C7 C 0.2372(3) 1.03488(15) 0.58194(12) 0.0358(4) Uani 1 1 d .
C8 C 0.4629(4) 1.1423(2) 0.54256(16) 0.0599(7) Uani 1 1 d .
H8A H 0.5738 1.1102 0.5710 0.090 Uiso 1 1 calc R
H8B H 0.4796 1.2158 0.5383 0.090 Uiso 1 1 calc R
H8C H 0.4169 1.1134 0.4867 0.090 Uiso 1 1 calc R
C9 C 0.1504(2) 0.96335(13) 0.70869(12) 0.0305(4) Uani 1 1 d .
C10 C -0.0122(3) 0.94414(15) 0.73917(14) 0.0406(5) Uani 1 1 d .
C11 C -0.2852(3) 1.0067(2) 0.74816(19) 0.0656(7) Uani 1 1 d .
H11A H -0.3511 0.9460 0.7234 0.098 Uiso 1 1 calc R
H11B H -0.3590 1.0670 0.7332 0.098 Uiso 1 1 calc R
H11C H -0.2452 0.9994 0.8088 0.098 Uiso 1 1 calc R
C12 C 0.2182(3) 0.85755(14) 0.69040(13) 0.0376(4) Uani 1 1 d .
H12A H 0.3267 0.8672 0.6758 0.045 Uiso 1 1 calc R
H12B H 0.2448 0.8152 0.7413 0.045 Uiso 1 1 calc R
C13 C 0.0870(3) 0.80155(15) 0.61918(15) 0.0444(5) Uani 1 1 d .
C14 C 0.0422(5) 0.6554(2) 0.5288(2) 0.0897(11) Uani 1 1 d .
H14A H -0.0730 0.6505 0.5359 0.135 Uiso 1 1 calc R
H14B H 0.0903 0.5870 0.5290 0.135 Uiso 1 1 calc R
H14C H 0.0338 0.6889 0.4758 0.135 Uiso 1 1 calc R
N1 N 0.28754(19) 1.01784(11) 0.77515(9) 0.0288(3) Uani 1 1 d .
N2 N 0.3391(2) 1.12357(13) 0.59070(10) 0.0375(4) Uani 1 1 d .
O1 O 0.3816(2) 1.27736(12) 0.66274(11) 0.0557(4) Uani 1 1 d .
O2 O 0.2464(2) 0.96271(13) 0.53682(10) 0.0543(4) Uani 1 1 d .
O3 O -0.0188(2) 0.87331(14) 0.78567(15) 0.0769(6) Uani 1 1 d .
O4 O -0.13416(18) 1.01803(11) 0.71649(10) 0.0451(4) Uani 1 1 d .
O5 O -0.0624(2) 0.82864(13) 0.58633(13) 0.0701(6) Uani 1 1 d .
O6 O 0.1563(2) 0.71585(13) 0.59799(12) 0.0653(5) Uani 1 1 d .
S1 S 0.47155(10) 1.08812(5) 0.92138(4) 0.0619(2) 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'
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
N1 C1 S1 103.47(13)
N1 C1 H1A 111.1
S1 C1 H1A 111.1
N1 C1 H1B 111.1
S1 C1 H1B 111.1
H1A C1 H1B 109.0
C3 C2 S1 103.74(13)
C3 C2 H2A 111.0
S1 C2 H2A 111.0
C3 C2 H2B 111.0
S1 C2 H2B 111.0
H2A C2 H2B 109.0
N1 C3 C2 104.54(15)
N1 C3 C5 102.11(14)
C2 C3 C5 121.80(16)
N1 C3 H3 109.2
C2 C3 H3 109.2
C5 C3 H3 109.2
O1 C4 N2 124.04(18)
O1 C4 C5 127.45(18)
N2 C4 C5 108.51(15)
C4 C5 C3 113.68(15)
C4 C5 C6 104.93(14)
C3 C5 C6 104.72(14)
C4 C5 H5 111.1
C3 C5 H5 111.1
C6 C5 H5 111.1
C7 C6 C5 104.03(14)
C7 C6 C9 113.22(14)
C5 C6 C9 106.04(14)
C7 C6 H6 111.1
C5 C6 H6 111.1
C9 C6 H6 111.1
O2 C7 N2 123.93(19)
O2 C7 C6 127.16(19)
N2 C7 C6 108.90(15)
N2 C8 H8A 109.5
N2 C8 H8B 109.5
H8A C8 H8B 109.5
N2 C8 H8C 109.5
H8A C8 H8C 109.5
H8B C8 H8C 109.5
N1 C9 C12 110.17(14)
N1 C9 C10 109.87(15)
C12 C9 C10 107.59(15)
N1 C9 C6 99.86(13)
C12 C9 C6 116.61(16)
C10 C9 C6 112.49(15)
O3 C10 O4 123.67(19)
O3 C10 C9 122.05(18)
O4 C10 C9 113.95(16)
O4 C11 H11A 109.5
O4 C11 H11B 109.5
H11A C11 H11B 109.5
O4 C11 H11C 109.5
H11A C11 H11C 109.5
H11B C11 H11C 109.5
C13 C12 C9 112.24(16)
C13 C12 H12A 109.2
C9 C12 H12A 109.2
C13 C12 H12B 109.2
C9 C12 H12B 109.2
H12A C12 H12B 107.9
O5 C13 O6 123.7(2)
O5 C13 C12 125.17(19)
O6 C13 C12 111.07(18)
O6 C14 H14A 109.5
O6 C14 H14B 109.5
H14A C14 H14B 109.5
O6 C14 H14C 109.5
H14A C14 H14C 109.5
H14B C14 H14C 109.5
C1 N1 C3 109.46(14)
C1 N1 C9 121.55(15)
C3 N1 C9 107.30(14)
C4 N2 C7 113.59(16)
C4 N2 C8 122.96(18)
C7 N2 C8 123.38(18)
C10 O4 C11 116.00(18)
C13 O6 C14 116.2(2)
C2 S1 C1 94.20(9)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 N1 1.453(2)
C1 S1 1.823(2)
C1 H1A 0.9700
C1 H1B 0.9700
C2 C3 1.516(3)
C2 S1 1.821(2)
C2 H2A 0.9700
C2 H2B 0.9700
C3 N1 1.465(2)
C3 C5 1.531(3)
C3 H3 0.9800
C4 O1 1.207(2)
C4 N2 1.374(3)
C4 C5 1.516(3)
C5 C6 1.548(2)
C5 H5 0.9800
C6 C7 1.516(3)
C6 C9 1.553(2)
C6 H6 0.9800
C7 O2 1.206(2)
C7 N2 1.382(3)
C8 N2 1.459(3)
C8 H8A 0.9600
C8 H8B 0.9600
C8 H8C 0.9600
C9 N1 1.473(2)
C9 C12 1.527(2)
C9 C10 1.541(3)
C10 O3 1.203(3)
C10 O4 1.329(2)
C11 O4 1.453(3)
C11 H11A 0.9600
C11 H11B 0.9600
C11 H11C 0.9600
C12 C13 1.502(3)
C12 H12A 0.9700
C12 H12B 0.9700
C13 O5 1.201(3)
C13 O6 1.325(3)
C14 O6 1.453(3)
C14 H14A 0.9600
C14 H14B 0.9600
C14 H14C 0.9600
