#------------------------------------------------------------------------------
#$Date: 2017-05-05 07:06:29 +0300 (Fri, 05 May 2017) $
#$Revision: 196223 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/56/7155602.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_7155602
loop_
_publ_author_name
'Hernandez Rubio, Omayra'
'Borrego, Sara del Mazo'
'Marcos Monleon, Laura'
'Simon, Luis'
'Temprano, Álvaro G.'
'rodriguez moran, joaquin'
_publ_section_title
;
 A cleft type receptor which combines an oxyanion hole with electrostatic
 interactions
;
_journal_name_full               'Org. Biomol. Chem.'
_journal_paper_doi               10.1039/C7OB00679A
_journal_year                    2017
_chemical_formula_moiety         'C31 H33 Cl2 N5 O9'
_chemical_formula_sum            'C31 H33 Cl2 N5 O9'
_chemical_formula_weight         690.52
_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_creation_method           SHELXL-97
_audit_update_record
;
2017-02-19 deposited with the CCDC.
2017-05-03 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 91.145(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.2705(5)
_cell_length_b                   15.0706(6)
_cell_length_c                   17.1904(7)
_cell_measurement_reflns_used    3249
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      64.70
_cell_measurement_theta_min      3.90
_cell_volume                     3178.3(2)
_computing_cell_refinement       'SAINT (Bruker 2006)'
_computing_data_collection       'APEX 2 (Bruker 2006)'
_computing_data_reduction        'SAINT (Bruker 2006)'
_computing_molecular_graphics    'Mercury 2.3 (Macrae et al, 2008)'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.890
_diffrn_measured_fraction_theta_max 0.890
_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           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0791
_diffrn_reflns_av_sigmaI/netI    0.0740
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            18079
_diffrn_reflns_theta_full        67.36
_diffrn_reflns_theta_max         67.36
_diffrn_reflns_theta_min         3.60
_exptl_absorpt_coefficient_mu    2.377
_exptl_absorpt_correction_T_max  0.788
_exptl_absorpt_correction_T_min  0.684
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.443
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             1440
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.772
_refine_diff_density_min         -0.691
_refine_diff_density_rms         0.159
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   2.166
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     427
_refine_ls_number_reflns         5091
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      2.166
_refine_ls_R_factor_all          0.1737
_refine_ls_R_factor_gt           0.1294
_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)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3075
_refine_ls_wR_factor_ref         0.3777
_reflns_number_gt                3305
_reflns_number_total             5091
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c7ob00679a2.cif
_cod_data_source_block           14fin
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/home/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 4973 2017-02-22 13:04:09Z antanas 
;
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               7155602
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
Cl1 Cl 0.9080(2) -0.17311(17) -0.2424(2) 0.0942(12) Uani 1 1 d .
Cl2 Cl 0.13064(16) 0.02731(13) 0.06488(13) 0.0543(6) Uani 1 1 d .
O1 O 0.6195(4) -0.4715(3) -0.1772(3) 0.0363(12) Uani 1 1 d .
O2 O 0.5575(4) -0.1603(3) -0.1057(3) 0.0465(14) Uani 1 1 d .
O3 O 0.6217(5) -0.6624(3) -0.1667(3) 0.0537(15) Uani 1 1 d .
H3O H 0.6422 -0.6362 -0.1272 0.081 Uiso 1 1 calc R
N1 N 0.5708(5) -0.3110(4) -0.1173(3) 0.0365(14) Uani 1 1 d .
H1N H 0.5372 -0.3598 -0.1078 0.044 Uiso 1 1 calc R
N2 N 0.4370(5) -0.2490(4) -0.0438(4) 0.0402(15) Uani 1 1 d .
H2N H 0.4220 -0.3029 -0.0315 0.048 Uiso 1 1 calc R
N3 N 0.4086(5) -0.4485(4) -0.2469(4) 0.0367(14) Uani 1 1 d .
H3N H 0.4279 -0.4480 -0.1955 0.044 Uiso 1 1 calc R
C1 C 0.7347(6) -0.2482(5) -0.1747(6) 0.051(2) Uani 1 1 d .
H1 H 0.7219 -0.1922 -0.1539 0.061 Uiso 1 1 calc R
C2 C 0.8233(6) -0.2630(5) -0.2214(5) 0.048(2) Uani 1 1 d .
C3 C 0.8468(6) -0.3447(5) -0.2520(5) 0.0444(19) Uani 1 1 d .
H3 H 0.9075 -0.3516 -0.2830 0.053 Uiso 1 1 calc R
C4 C 0.7814(6) -0.4162(4) -0.2372(4) 0.0364(16) Uani 1 1 d .
C5 C 0.8013(6) -0.5095(5) -0.2661(5) 0.0412(18) Uani 1 1 d .
C6 C 0.6912(6) -0.5478(5) -0.2931(4) 0.0365(16) Uani 1 1 d .
H6A H 0.6768 -0.5275 -0.3459 0.044 Uiso 1 1 calc R
H6B H 0.6981 -0.6119 -0.2951 0.044 Uiso 1 1 calc R
C7 C 0.5924(6) -0.5258(4) -0.2450(4) 0.0360(16) Uani 1 1 d .
C8 C 0.6897(5) -0.4018(4) -0.1937(4) 0.0334(15) Uani 1 1 d .
C9 C 0.6654(5) -0.3185(4) -0.1594(4) 0.0306(15) Uani 1 1 d .
C10 C 0.5245(5) -0.2354(4) -0.0889(4) 0.0328(15) Uani 1 1 d .
C11 C 0.3678(5) -0.1814(4) -0.0152(4) 0.0327(15) Uani 1 1 d .
C12 C 0.4019(5) -0.0961(4) 0.0033(4) 0.0298(14) Uani 1 1 d .
H12 H 0.4750 -0.0812 -0.0015 0.036 Uiso 1 1 calc R
C13 C 0.3301(6) -0.0333(4) 0.0287(4) 0.0354(16) Uani 1 1 d .
H13 H 0.3550 0.0231 0.0418 0.043 Uiso 1 1 calc R
C14 C 0.2215(6) -0.0535(5) 0.0349(4) 0.0372(16) Uani 1 1 d .
C15 C 0.1839(6) -0.1394(5) 0.0185(5) 0.051(2) Uani 1 1 d .
H15 H 0.1110 -0.1541 0.0247 0.061 Uiso 1 1 calc R
C16 C 0.2578(6) -0.2021(5) -0.0074(5) 0.0462(19) Uani 1 1 d .
H16 H 0.2335 -0.2590 -0.0196 0.055 Uiso 1 1 calc R
C17 C 0.8814(6) -0.5128(6) -0.3314(5) 0.055(2) Uani 1 1 d .
H17A H 0.8513 -0.4828 -0.3761 0.082 Uiso 1 1 calc R
H17B H 0.8961 -0.5735 -0.3444 0.082 Uiso 1 1 calc R
H17C H 0.9480 -0.4843 -0.3151 0.082 Uiso 1 1 calc R
C18 C 0.8475(7) -0.5642(5) -0.1983(5) 0.0488(19) Uani 1 1 d .
H18A H 0.8551 -0.6249 -0.2142 0.073 Uiso 1 1 calc R
H18B H 0.7989 -0.5609 -0.1553 0.073 Uiso 1 1 calc R
H18C H 0.9175 -0.5411 -0.1827 0.073 Uiso 1 1 calc R
C19 C 0.5452(6) -0.6115(4) -0.2061(4) 0.0399(17) Uani 1 1 d .
H19A H 0.4894 -0.5940 -0.1700 0.048 Uiso 1 1 calc R
H19B H 0.5106 -0.6476 -0.2462 0.048 Uiso 1 1 calc R
C20 C 0.5074(6) -0.4776(4) -0.2903(4) 0.0351(16) Uani 1 1 d .
H20A H 0.4832 -0.5155 -0.3330 0.042 Uiso 1 1 calc R
H20B H 0.5405 -0.4255 -0.3129 0.042 Uiso 1 1 calc R
C21 C 0.3750(6) -0.3543(5) -0.2679(5) 0.0429(18) Uani 1 1 d .
H21A H 0.4278 -0.3114 -0.2485 0.051 Uiso 1 1 calc R
H21B H 0.3657 -0.3471 -0.3237 0.051 Uiso 1 1 calc R
C22 C 0.2673(8) -0.3455(6) -0.2268(7) 0.071(3) Uani 1 1 d .
H22A H 0.2198 -0.3036 -0.2536 0.085 Uiso 1 1 calc R
H22B H 0.2786 -0.3260 -0.1735 0.085 Uiso 1 1 calc R
C23 C 0.2188(8) -0.4396(7) -0.2295(7) 0.074(3) Uani 1 1 d .
H23A H 0.1928 -0.4562 -0.1786 0.088 Uiso 1 1 calc R
H23B H 0.1581 -0.4419 -0.2664 0.088 Uiso 1 1 calc R
C24 C 0.3086(6) -0.5026(6) -0.2543(5) 0.049(2) Uani 1 1 d .
H24A H 0.3125 -0.5541 -0.2206 0.059 Uiso 1 1 calc R
H24B H 0.2968 -0.5222 -0.3076 0.059 Uiso 1 1 calc R
C25 C 0.8107(6) -0.0547(5) -0.5086(5) 0.0460(19) Uani 1 1 d .
H25 H 0.8414 -0.0036 -0.5291 0.055 Uiso 1 1 calc R
C26 C 0.7091(6) -0.0536(4) -0.4756(4) 0.0333(15) Uani 1 1 d .
C27 C 0.6671(6) -0.1287(4) -0.4444(4) 0.0383(16) Uani 1 1 d .
H27 H 0.5988 -0.1269 -0.4219 0.046 Uiso 1 1 calc R
C28 C 0.7237(7) -0.2071(5) -0.4455(5) 0.0438(18) Uani 1 1 d .
C29 C 0.8228(7) -0.2142(6) -0.4809(4) 0.050(2) Uani 1 1 d .
H29 H 0.8585 -0.2684 -0.4850 0.060 Uiso 1 1 calc R
C30 C 0.8665(6) -0.1377(6) -0.5100(5) 0.053(2) Uani 1 1 d .
N4 N 0.9728(6) -0.1403(8) -0.5476(6) 0.080(3) Uani 1 1 d .
O4 O 1.0130(8) -0.2142(7) -0.5560(7) 0.142(4) Uani 1 1 d .
O5 O 1.0099(6) -0.0739(6) -0.5754(5) 0.089(2) Uani 1 1 d .
C31 C 0.6492(6) 0.0351(4) -0.4686(4) 0.0388(17) Uani 1 1 d .
O6 O 0.6722(5) 0.0943(3) -0.5146(3) 0.0495(14) Uani 1 1 d .
O7 O 0.5790(4) 0.0401(3) -0.4174(3) 0.0432(13) Uani 1 1 d .
N5 N 0.6734(8) -0.2869(5) -0.4126(4) 0.061(2) Uani 1 1 d .
O8 O 0.5959(7) -0.2774(5) -0.3710(6) 0.096(3) Uani 1 1 d .
O9 O 0.7169(7) -0.3600(4) -0.4295(5) 0.092(3) 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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 '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
C8 O1 C7 113.2(5)
C19 O3 H3O 109.5
C10 N1 C9 127.8(6)
C10 N1 H1N 116.1
C9 N1 H1N 116.1
C10 N2 C11 125.2(6)
C10 N2 H2N 117.4
C11 N2 H2N 117.4
C24 N3 C20 118.1(6)
C24 N3 C21 105.9(6)
C20 N3 C21 111.9(6)
C24 N3 H3N 106.8
C20 N3 H3N 106.8
C21 N3 H3N 106.8
C2 C1 C9 118.6(7)
C2 C1 H1 120.7
C9 C1 H1 120.7
C3 C2 C1 122.8(7)
C3 C2 Cl1 119.1(6)
C1 C2 Cl1 118.1(6)
C4 C3 C2 120.4(7)
C4 C3 H3 119.8
C2 C3 H3 119.8
C3 C4 C8 117.6(6)
C3 C4 C5 124.8(6)
C8 C4 C5 117.6(6)
C17 C5 C4 112.8(7)
C17 C5 C18 108.2(7)
C4 C5 C18 108.1(6)
C17 C5 C6 110.2(7)
C4 C5 C6 107.6(6)
C18 C5 C6 109.9(6)
C7 C6 C5 117.4(6)
C7 C6 H6A 107.9
C5 C6 H6A 107.9
C7 C6 H6B 107.9
C5 C6 H6B 107.9
H6A C6 H6B 107.2
O1 C7 C20 107.0(5)
O1 C7 C6 112.8(6)
C20 C7 C6 112.5(6)
O1 C7 C19 101.7(5)
C20 C7 C19 111.4(6)
C6 C7 C19 111.0(6)
C4 C8 O1 120.4(6)
C4 C8 C9 122.9(6)
O1 C8 C9 116.5(6)
N1 C9 C1 124.1(6)
N1 C9 C8 118.3(6)
C1 C9 C8 117.5(6)
O2 C10 N2 122.7(6)
O2 C10 N1 122.6(6)
N2 C10 N1 114.7(6)
C12 C11 C16 118.2(6)
C12 C11 N2 124.4(6)
C16 C11 N2 117.3(6)
C13 C12 C11 121.3(6)
C13 C12 H12 119.3
C11 C12 H12 119.3
C12 C13 C14 120.3(6)
C12 C13 H13 119.9
C14 C13 H13 119.9
C13 C14 C15 120.3(7)
C13 C14 Cl2 119.9(6)
C15 C14 Cl2 119.8(6)
C16 C15 C14 118.6(7)
C16 C15 H15 120.7
C14 C15 H15 120.7
C15 C16 C11 121.2(7)
C15 C16 H16 119.4
C11 C16 H16 119.4
C5 C17 H17A 109.5
C5 C17 H17B 109.5
H17A C17 H17B 109.5
C5 C17 H17C 109.5
H17A C17 H17C 109.5
H17B C17 H17C 109.5
C5 C18 H18A 109.5
C5 C18 H18B 109.5
H18A C18 H18B 109.5
C5 C18 H18C 109.5
H18A C18 H18C 109.5
H18B C18 H18C 109.5
O3 C19 C7 114.4(6)
O3 C19 H19A 108.7
C7 C19 H19A 108.7
O3 C19 H19B 108.7
C7 C19 H19B 108.7
H19A C19 H19B 107.6
C7 C20 N3 116.6(6)
C7 C20 H20A 108.1
N3 C20 H20A 108.1
C7 C20 H20B 108.1
N3 C20 H20B 108.1
H20A C20 H20B 107.3
C22 C21 N3 101.9(7)
C22 C21 H21A 111.4
N3 C21 H21A 111.4
C22 C21 H21B 111.4
N3 C21 H21B 111.4
H21A C21 H21B 109.3
C21 C22 C23 104.2(7)
C21 C22 H22A 110.9
C23 C22 H22A 110.9
C21 C22 H22B 110.9
C23 C22 H22B 110.9
H22A C22 H22B 108.9
C24 C23 C22 107.6(7)
C24 C23 H23A 110.2
C22 C23 H23A 110.2
C24 C23 H23B 110.2
C22 C23 H23B 110.2
H23A C23 H23B 108.5
N3 C24 C23 103.6(7)
N3 C24 H24A 111.0
C23 C24 H24A 111.0
N3 C24 H24B 111.0
C23 C24 H24B 111.0
H24A C24 H24B 109.0
C26 C25 C30 117.1(7)
C26 C25 H25 121.4
C30 C25 H25 121.4
C27 C26 C25 120.4(7)
C27 C26 C31 120.6(6)
C25 C26 C31 118.8(7)
C26 C27 C28 121.0(7)
C26 C27 H27 119.5
C28 C27 H27 119.5
C27 C28 C29 121.8(7)
C27 C28 N5 118.8(7)
C29 C28 N5 119.3(7)
C30 C29 C28 116.9(7)
C30 C29 H29 121.5
C28 C29 H29 121.5
C29 C30 C25 122.7(7)
C29 C30 N4 119.8(8)
C25 C30 N4 117.5(9)
O5 N4 O4 123.4(9)
O5 N4 C30 120.0(9)
O4 N4 C30 116.0(11)
O6 C31 O7 125.6(7)
O6 C31 C26 117.7(7)
O7 C31 C26 116.6(6)
O8 N5 O9 125.5(8)
O8 N5 C28 118.2(7)
O9 N5 C28 116.3(8)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Cl1 C2 1.749(8)
Cl2 C14 1.736(7)
O1 C8 1.391(8)
O1 C7 1.456(9)
O2 C10 1.238(8)
O3 C19 1.379(9)
O3 H3O 0.8200
N1 C10 1.368(9)
N1 C9 1.384(9)
N1 H1N 0.8600
N2 C10 1.353(9)
N2 C11 1.420(9)
N2 H2N 0.8600
N3 C24 1.478(9)
N3 C20 1.502(9)
N3 C21 1.520(9)
N3 H3N 0.9100
C1 C2 1.383(11)
C1 C9 1.387(10)
C1 H1 0.9300
C2 C3 1.371(11)
C3 C4 1.371(10)
C3 H3 0.9300
C4 C8 1.380(10)
C4 C5 1.514(9)
C5 C17 1.507(11)
C5 C18 1.527(11)
C5 C6 1.533(10)
C6 C7 1.518(9)
C6 H6A 0.9700
C6 H6B 0.9700
C7 C20 1.481(10)
C7 C19 1.570(10)
C8 C9 1.421(9)
C11 C12 1.387(9)
C11 C16 1.395(10)
C12 C13 1.370(9)
C12 H12 0.9300
C13 C14 1.372(10)
C13 H13 0.9300
C14 C15 1.402(11)
C15 C16 1.389(11)
C15 H15 0.9300
C16 H16 0.9300
C17 H17A 0.9600
C17 H17B 0.9600
C17 H17C 0.9600
C18 H18A 0.9600
C18 H18B 0.9600
C18 H18C 0.9600
C19 H19A 0.9700
C19 H19B 0.9700
C20 H20A 0.9700
C20 H20B 0.9700
C21 C22 1.516(13)
C21 H21A 0.9700
C21 H21B 0.9700
C22 C23 1.537(14)
C22 H22A 0.9700
C22 H22B 0.9700
C23 C24 1.522(12)
C23 H23A 0.9700
C23 H23B 0.9700
C24 H24A 0.9700
C24 H24B 0.9700
C25 C26 1.380(10)
C25 C30 1.426(12)
C25 H25 0.9300
C26 C27 1.359(10)
C26 C31 1.532(9)
C27 C28 1.371(10)
C27 H27 0.9300
C28 C29 1.374(12)
C28 N5 1.470(11)
C29 C30 1.370(12)
C29 H29 0.9300
C30 N4 1.467(11)
N4 O5 1.202(12)
N4 O4 1.228(13)
C31 O6 1.229(9)
C31 O7 1.246(9)
N5 O8 1.210(11)
N5 O9 1.261(10)
