#------------------------------------------------------------------------------
#$Date: 2016-03-26 14:14:47 +0100 (Sat 26 de Mar de 2016) $
#$Revision: 180295 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/09/7150995.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_7150995
loop_
_publ_author_name
'Vatmurge, Namdev S.'
'Hazra, Braja G.'
'Pore, Vandana S.'
'Shirazi, Fazal'
'Deshpande, Mukund V.'
'Kadreppa, Sreenath'
'Chattopadhyay, Samit'
'Gonnade, Rajesh G.'
_publ_section_title
;
 Synthesis and biological evaluation of bile acid dimers linked with
 1,2,3-triazole and bis-β-lactam
;
_journal_issue                   20
_journal_name_full               'Organic & Biomolecular Chemistry'
_journal_page_first              3823
_journal_page_last               3830
_journal_paper_doi               10.1039/B809221d
_journal_volume                  6
_journal_year                    2008
_chemical_formula_moiety         'C20 H18 N8 O2'
_chemical_formula_sum            'C20 H18 N8 O2'
_chemical_formula_weight         402.42
_chemical_name_systematic
;
1,2-Bis[3'-azido-4'-phenylazetidine-2'-one-1'-yl]ethane
;
_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_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 96.710(15)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.838(11)
_cell_length_b                   6.873(6)
_cell_length_c                   22.068(19)
_cell_measurement_reflns_used    2898
_cell_measurement_temperature    297(2)
_cell_measurement_theta_max      28.05
_cell_measurement_theta_min      2.24
_cell_volume                     2084(3)
_computing_cell_refinement       'SAINT (Bruker, 2003)'
_computing_data_collection       'SMART (Bruker, 2003)'
_computing_data_reduction        SAINT
_computing_molecular_graphics
'ORTEP-3 (Farrugia, 1997) and Mercury (Macrae et al., 2006)'
_computing_publication_material  'SHELXTL (Bruker, 2003)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      297(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device       'Bruker Smart APEX'
_diffrn_measurement_device_type  'CCD Area Detector'
_diffrn_measurement_method       'Phi and Omega Scan'
_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  0.0241
_diffrn_reflns_av_sigmaI/netI    0.0294
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            9849
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.96
_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_T_max  0.9851
_exptl_absorpt_correction_T_min  0.9503
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'bruker sadabs'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.282
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             840
_exptl_crystal_size_max          0.58
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.17
_refine_diff_density_max         0.155
_refine_diff_density_min         -0.142
_refine_diff_density_rms         0.030
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     298
_refine_ls_number_reflns         3667
_refine_ls_number_restraints     5
_refine_ls_restrained_S_all      1.075
_refine_ls_R_factor_all          0.0699
_refine_ls_R_factor_gt           0.0541
_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)+(0.0597P)²+0.4102P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1327
_refine_ls_wR_factor_ref         0.1433
_reflns_number_gt                2786
_reflns_number_total             3667
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            B809221d.txt
_cod_data_source_block           3
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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 
;
_cod_original_cell_volume        2085(3)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7150995
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
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.95823(10) 0.1474(2) 0.23049(7) 0.0724(4) Uani 1 1 d . . .
O2 O 1.02427(16) -0.1237(3) 0.07474(8) 0.0987(6) Uani 1 1 d . . .
N1 N 1.07009(11) 0.2743(2) 0.16906(7) 0.0542(4) Uani 1 1 d . . .
N2 N 1.17643(13) 0.0847(3) 0.28525(8) 0.0696(5) Uani 1 1 d . . .
N3 N 1.26252(15) 0.0540(3) 0.29734(9) 0.0758(6) Uani 1 1 d . . .
N4 N 1.34088(19) 0.0361(5) 0.31569(12) 0.1268(11) Uani 1 1 d . . .
N5 N 0.92369(13) 0.1525(2) 0.07424(8) 0.0622(5) Uani 1 1 d . . .
N6 N 0.7767(8) -0.2374(8) 0.0809(3) 0.0921(16) Uani 0.60 1 d PD A 1
N7 N 0.7775(11) -0.2579(11) 0.0262(3) 0.083(2) Uani 0.60 1 d PD A 1
N8 N 0.7655(4) -0.2888(7) -0.0231(2) 0.1360(17) Uani 0.65 1 d PD A 1
N6' N 0.8225(6) -0.2398(15) 0.0506(10) 0.107(4) Uani 0.40 1 d PD A 2
N7' N 0.7358(7) -0.271(2) 0.0441(11) 0.113(5) Uani 0.40 1 d PD A 2
N8' N 0.6579(6) -0.3208(12) 0.0385(6) 0.161(5) Uani 0.35 1 d PD A 2
C1 C 1.03646(14) 0.1581(3) 0.21127(9) 0.0556(5) Uani 1 1 d . . .
C2 C 1.13292(14) 0.0479(3) 0.22259(9) 0.0572(5) Uani 1 1 d . . .
H2 H 1.1276 -0.0905 0.2121 0.069 Uiso 1 1 calc R . .
C3 C 1.16562(13) 0.1787(3) 0.17030(9) 0.0551(5) Uani 1 1 d . . .
H3 H 1.1692 0.1024 0.1331 0.066 Uiso 1 1 calc R . .
C4 C 1.25349(14) 0.3052(3) 0.18369(9) 0.0569(5) Uani 1 1 d . . .
C5 C 1.33917(16) 0.2541(4) 0.16120(12) 0.0737(7) Uani 1 1 d . . .
H5 H 1.3403 0.1462 0.1359 0.088 Uiso 1 1 calc R . .
C6 C 1.42295(17) 0.3613(5) 0.17588(14) 0.0911(8) Uani 1 1 d . . .
H6 H 1.4801 0.3257 0.1604 0.109 Uiso 1 1 calc R . .
C7 C 1.42205(19) 0.5202(5) 0.21335(15) 0.0973(9) Uani 1 1 d . . .
H7 H 1.4786 0.5917 0.2236 0.117 Uiso 1 1 calc R . .
C8 C 1.33794(19) 0.5729(4) 0.23545(14) 0.0923(8) Uani 1 1 d . . .
H8 H 1.3374 0.6811 0.2607 0.111 Uiso 1 1 calc R . .
C9 C 1.25367(16) 0.4679(3) 0.22081(11) 0.0710(6) Uani 1 1 d . . .
H9 H 1.1966 0.5064 0.2359 0.085 Uiso 1 1 calc R . .
C10 C 1.02015(15) 0.4151(3) 0.12810(10) 0.0605(5) Uani 1 1 d . . .
H10A H 1.0643 0.5205 0.1215 0.073 Uiso 1 1 calc R . .
H10B H 0.9659 0.4694 0.1466 0.073 Uiso 1 1 calc R . .
C11 C 0.98268(16) 0.3239(3) 0.06721(10) 0.0641(6) Uani 1 1 d . . .
H11A H 0.9442 0.4189 0.0425 0.077 Uiso 1 1 calc R . .
H11B H 1.0375 0.2881 0.0459 0.077 Uiso 1 1 calc R . .
C12 C 0.9495(2) -0.0381(4) 0.08102(10) 0.0738(7) Uani 1 1 d . A .
C13 C 0.8516(2) -0.0922(4) 0.10135(13) 0.0941(9) Uani 1 1 d D . .
H13 H 0.8640 -0.1084 0.1457 0.113 Uiso 1 1 calc R A 1
C14 C 0.82505(16) 0.1294(3) 0.09106(11) 0.0714(6) Uani 1 1 d . A .
H14 H 0.8180 0.1947 0.1298 0.086 Uiso 1 1 calc R . .
C15 C 0.74409(18) 0.1812(3) 0.04347(12) 0.0749(6) Uani 1 1 d . . .
C16 C 0.7576(2) 0.2106(4) -0.01714(12) 0.0849(7) Uani 1 1 d . A .
H16 H 0.8198 0.2013 -0.0289 0.102 Uiso 1 1 calc R . .
C17 C 0.6804(3) 0.2533(4) -0.06024(15) 0.1030(9) Uani 1 1 d . . .
H17 H 0.6909 0.2749 -0.1006 0.124 Uiso 1 1 calc R A .
C18 C 0.5886(3) 0.2640(5) -0.0438(2) 0.1236(12) Uani 1 1 d . A .
H18 H 0.5363 0.2919 -0.0729 0.148 Uiso 1 1 calc R . .
C19 C 0.5734(3) 0.2336(6) 0.0159(2) 0.1362(13) Uani 1 1 d . . .
H19 H 0.5108 0.2404 0.0272 0.163 Uiso 1 1 calc R A .
C20 C 0.6506(2) 0.1933(5) 0.05893(16) 0.1104(10) Uani 1 1 d . A .
H20 H 0.6397 0.1738 0.0993 0.132 Uiso 1 1 calc R . .
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'
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
C1 N1 C10 130.54(16) . . ?
C1 N1 C3 95.98(16) . . ?
C10 N1 C3 132.31(15) . . ?
N3 N2 C2 117.66(18) . . ?
N4 N3 N2 170.9(3) . . ?
C12 N5 C11 130.5(2) . . ?
C12 N5 C14 96.18(19) . . ?
C11 N5 C14 131.88(18) . . ?
N7 N6 C13 107.2(8) . . ?
N8 N7 N6 169.8(17) . . ?
N7' N6' C13 112.2(18) . . ?
N8' N7' N6' 172.8(16) . . ?
O1 C1 N1 132.22(19) . . ?
O1 C1 C2 135.41(19) . . ?
N1 C1 C2 92.35(15) . . ?
N2 C2 C1 108.88(16) . . ?
N2 C2 C3 118.23(17) . . ?
C1 C2 C3 85.27(15) . . ?
N1 C3 C4 116.81(17) . . ?
N1 C3 C2 86.21(13) . . ?
C4 C3 C2 119.00(17) . . ?
C5 C4 C9 118.3(2) . . ?
C5 C4 C3 119.5(2) . . ?
C9 C4 C3 122.08(17) . . ?
C6 C5 C4 120.8(2) . . ?
C7 C6 C5 120.0(2) . . ?
C8 C7 C6 119.8(2) . . ?
C7 C8 C9 120.8(3) . . ?
C8 C9 C4 120.3(2) . . ?
N1 C10 C11 111.45(18) . . ?
N5 C11 C10 112.27(17) . . ?
O2 C12 N5 132.1(2) . . ?
O2 C12 C13 135.8(2) . . ?
N5 C12 C13 92.1(2) . . ?
N6 C13 C12 134.0(3) . . ?
N6 C13 N6' 37.8(5) . . ?
C12 C13 N6' 96.5(6) . . ?
N6 C13 C14 117.8(4) . . ?
C12 C13 C14 85.55(18) . . ?
N6' C13 C14 119.9(6) . . ?
N5 C14 C15 116.3(2) . . ?
N5 C14 C13 86.14(18) . . ?
C15 C14 C13 118.5(2) . . ?
C20 C15 C16 117.8(3) . . ?
C20 C15 C14 119.4(3) . . ?
C16 C15 C14 122.7(2) . . ?
C17 C16 C15 121.1(3) . . ?
C18 C17 C16 120.0(3) . . ?
C17 C18 C19 119.9(4) . . ?
C20 C19 C18 120.1(4) . . ?
C19 C20 C15 121.2(3) . . ?
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
O1 C1 1.210(2) . ?
O2 C12 1.212(3) . ?
N1 C1 1.350(2) . ?
N1 C10 1.444(3) . ?
N1 C3 1.474(3) . ?
N2 N3 1.209(3) . ?
N2 C2 1.464(3) . ?
N3 N4 1.119(3) . ?
N5 C12 1.362(3) . ?
N5 C11 1.452(3) . ?
N5 C14 1.465(3) . ?
N6 N7 1.216(9) . ?
N6 C13 1.471(9) . ?
N7 N8 1.102(9) . ?
N6' N7' 1.211(15) . ?
N6' C13 1.530(14) . ?
N7' N8' 1.123(11) . ?
C1 C2 1.529(3) . ?
C2 C3 1.570(3) . ?
C3 C4 1.496(3) . ?
C4 C5 1.383(3) . ?
C4 C9 1.386(3) . ?
C5 C6 1.380(3) . ?
C6 C7 1.371(4) . ?
C7 C8 1.363(4) . ?
C8 C9 1.377(3) . ?
C10 C11 1.518(3) . ?
C12 C13 1.521(4) . ?
C13 C14 1.577(4) . ?
C14 C15 1.487(3) . ?
C15 C20 1.378(4) . ?
C15 C16 1.387(4) . ?
C16 C17 1.376(4) . ?
C17 C18 1.364(5) . ?
C18 C19 1.374(5) . ?
C19 C20 1.372(5) . ?
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
C2 N2 N3 N4 172.9(18) . . . . ?
C13 N6 N7 N8 -164(6) . . . . ?
C13 N6' N7' N8' -129(24) . . . . ?
C10 N1 C1 O1 -6.6(4) . . . . ?
C3 N1 C1 O1 -175.1(2) . . . . ?
C10 N1 C1 C2 172.06(19) . . . . ?
C3 N1 C1 C2 3.51(16) . . . . ?
N3 N2 C2 C1 -160.77(19) . . . . ?
N3 N2 C2 C3 -65.9(3) . . . . ?
O1 C1 C2 N2 -66.5(3) . . . . ?
N1 C1 C2 N2 114.97(17) . . . . ?
O1 C1 C2 C3 175.3(2) . . . . ?
N1 C1 C2 C3 -3.29(15) . . . . ?
C1 N1 C3 C4 -124.15(19) . . . . ?
C10 N1 C3 C4 67.6(3) . . . . ?
C1 N1 C3 C2 -3.42(15) . . . . ?
C10 N1 C3 C2 -171.7(2) . . . . ?
N2 C2 C3 N1 -105.89(18) . . . . ?
C1 C2 C3 N1 3.02(14) . . . . ?
N2 C2 C3 C4 12.8(3) . . . . ?
C1 C2 C3 C4 121.71(18) . . . . ?
N1 C3 C4 C5 -152.5(2) . . . . ?
C2 C3 C4 C5 106.2(2) . . . . ?
N1 C3 C4 C9 30.9(3) . . . . ?
C2 C3 C4 C9 -70.3(3) . . . . ?
C9 C4 C5 C6 0.7(3) . . . . ?
C3 C4 C5 C6 -176.0(2) . . . . ?
C4 C5 C6 C7 0.2(4) . . . . ?
C5 C6 C7 C8 -0.7(5) . . . . ?
C6 C7 C8 C9 0.3(5) . . . . ?
C7 C8 C9 C4 0.6(4) . . . . ?
C5 C4 C9 C8 -1.1(4) . . . . ?
C3 C4 C9 C8 175.5(2) . . . . ?
C1 N1 C10 C11 -91.5(2) . . . . ?
C3 N1 C10 C11 73.0(3) . . . . ?
C12 N5 C11 C10 -89.7(3) . . . . ?
C14 N5 C11 C10 73.1(3) . . . . ?
N1 C10 C11 N5 53.2(2) . . . . ?
C11 N5 C12 O2 -12.0(4) . . . . ?
C14 N5 C12 O2 -179.2(3) . . . . ?
C11 N5 C12 C13 165.8(2) . . . . ?
C14 N5 C12 C13 -1.44(19) . . . . ?
N7 N6 C13 C12 -32.3(13) . . . . ?
N7 N6 C13 N6' -23.3(8) . . . . ?
N7 N6 C13 C14 80.5(11) . . . . ?
O2 C12 C13 N6 -55.9(7) . . . . ?
N5 C12 C13 N6 126.5(5) . . . . ?
O2 C12 C13 N6' -61.4(7) . . . . ?
N5 C12 C13 N6' 120.9(6) . . . . ?
O2 C12 C13 C14 179.0(3) . . . . ?
N5 C12 C13 C14 1.34(18) . . . . ?
N7' N6' C13 N6 25.5(12) . . . . ?
N7' N6' C13 C12 -161.0(19) . . . . ?
N7' N6' C13 C14 -72(2) . . . . ?
C12 N5 C14 C15 -118.6(2) . . . . ?
C11 N5 C14 C15 74.5(3) . . . . ?
C12 N5 C14 C13 1.39(19) . . . . ?
C11 N5 C14 C13 -165.5(2) . . . . ?
N6 C13 C14 N5 -139.5(3) . . . . ?
C12 C13 C14 N5 -1.24(17) . . . . ?
N6' C13 C14 N5 -96.2(7) . . . . ?
N6 C13 C14 C15 -21.6(4) . . . . ?
C12 C13 C14 C15 116.7(2) . . . . ?
N6' C13 C14 C15 21.7(7) . . . . ?
N5 C14 C15 C20 -169.6(2) . . . . ?
C13 C14 C15 C20 89.9(3) . . . . ?
N5 C14 C15 C16 13.2(3) . . . . ?
C13 C14 C15 C16 -87.4(3) . . . . ?
C20 C15 C16 C17 1.0(4) . . . . ?
C14 C15 C16 C17 178.2(2) . . . . ?
C15 C16 C17 C18 -1.1(4) . . . . ?
C16 C17 C18 C19 0.5(5) . . . . ?
C17 C18 C19 C20 0.2(6) . . . . ?
C18 C19 C20 C15 -0.4(6) . . . . ?
C16 C15 C20 C19 -0.2(5) . . . . ?
C14 C15 C20 C19 -177.6(3) . . . . ?
