#------------------------------------------------------------------------------
#$Date: 2016-03-26 00:23:38 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180076 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/22/7052279.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_7052279
loop_
_publ_author_name
'Evans, Louise S.'
'Gale, Philip A.'
'Light, Mark E.'
'Quesada, Roberto'
_publ_section_title
;
 Pyrrolylamidourea based anion receptors
;
_journal_issue                   7
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              1019
_journal_paper_doi               10.1039/b603223k
_journal_volume                  30
_journal_year                    2006
_chemical_formula_sum            'C32 H27 N7 O4'
_chemical_formula_weight         573.61
_chemical_name_systematic
;
?
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/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                 104.131(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   31.1616(11)
_cell_length_b                   10.9342(4)
_cell_length_c                   8.3276(3)
_cell_measurement_reflns_used    3301
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      2.91
_cell_volume                     2751.58(17)
_computing_cell_refinement
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'
_computing_data_collection       'COLLECT (Hooft, R.W.W., 1998)'
_computing_data_reduction
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'
_computing_molecular_graphics    'CAMERON (Watkin, et al., 1993)'
_computing_publication_material  'WINGX (Farrugia, 1998)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 9.091
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker-Nonius CCD camera on κ-goniostat'
_diffrn_measurement_method       'φ & ω scans to fill the asymmetric unit'
_diffrn_radiation_monochromator  '10cm confocal mirrors'
_diffrn_radiation_source         'Bruker Nonius FR591 Rotating Anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0560
_diffrn_reflns_av_sigmaI/netI    0.0431
_diffrn_reflns_limit_h_max       40
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            18483
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         3.08
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.095
_exptl_absorpt_correction_T_max  0.9981
_exptl_absorpt_correction_T_min  0.9713
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS V2.10 (Sheldrick, G.M., 2003)
;
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.385
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Plate
_exptl_crystal_F_000             1200
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.532
_refine_diff_density_min         -0.516
_refine_diff_density_rms         0.053
_refine_ls_extinction_coef       0.0032(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     196
_refine_ls_number_reflns         3160
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.0695
_refine_ls_R_factor_gt           0.0481
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0427P)²+3.4078P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1073
_refine_ls_wR_factor_ref         0.1168
_reflns_number_gt                2422
_reflns_number_total             3160
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b603223k.txt
_cod_data_source_block           2005sot1249
_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_sg_symbol_H-M      C2/c
_cod_database_code               7052279
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -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
C1 C 0.77579(6) -0.09453(17) 0.0434(2) 0.0256(4) Uani 1 1 d . . .
H1 H 0.7683 -0.0486 -0.0564 0.031 Uiso 1 1 calc R . .
C2 C 0.81711(6) -0.14872(18) 0.0929(2) 0.0301(4) Uani 1 1 d . . .
H2 H 0.8377 -0.1405 0.0260 0.036 Uiso 1 1 calc R . .
C3 C 0.82877(6) -0.21480(17) 0.2390(2) 0.0291(4) Uani 1 1 d . . .
H3 H 0.8573 -0.2510 0.2735 0.035 Uiso 1 1 calc R . .
C4 C 0.79837(6) -0.22711(18) 0.3333(2) 0.0299(4) Uani 1 1 d . . .
H4 H 0.8062 -0.2723 0.4337 0.036 Uiso 1 1 calc R . .
C5 C 0.75647(6) -0.17491(17) 0.2849(2) 0.0272(4) Uani 1 1 d . . .
H5 H 0.7358 -0.1854 0.3507 0.033 Uiso 1 1 calc R . .
C6 C 0.74519(5) -0.10715(15) 0.1392(2) 0.0201(4) Uani 1 1 d . . .
C7 C 0.66801(5) -0.05105(15) 0.1432(2) 0.0191(4) Uani 1 1 d . . .
C8 C 0.56638(5) 0.03938(15) 0.1459(2) 0.0188(4) Uani 1 1 d . . .
C9 C 0.53004(5) -0.02194(15) 0.1994(2) 0.0183(4) Uani 1 1 d . . .
C10 C 0.51926(5) -0.14356(15) 0.21862(19) 0.0186(4) Uani 1 1 d . . .
C11 C 0.54307(5) -0.25374(15) 0.1813(2) 0.0205(4) Uani 1 1 d . . .
C12 C 0.58333(6) -0.28774(16) 0.2869(2) 0.0240(4) Uani 1 1 d . . .
H12 H 0.5950 -0.2422 0.3851 0.029 Uiso 1 1 calc R . .
C13 C 0.60638(6) -0.38781(17) 0.2491(2) 0.0285(4) Uani 1 1 d . . .
H13 H 0.6340 -0.4098 0.3205 0.034 Uiso 1 1 calc R . .
C14 C 0.58932(7) -0.45557(18) 0.1080(3) 0.0311(5) Uani 1 1 d . . .
H14 H 0.6051 -0.5244 0.0830 0.037 Uiso 1 1 calc R . .
C15 C 0.54923(7) -0.42336(18) 0.0029(3) 0.0327(5) Uani 1 1 d . . .
H15 H 0.5376 -0.4699 -0.0944 0.039 Uiso 1 1 calc R . .
C16 C 0.52587(6) -0.32304(17) 0.0395(2) 0.0269(4) Uani 1 1 d . . .
H16 H 0.4982 -0.3017 -0.0321 0.032 Uiso 1 1 calc R . .
N1 N 0.70354(5) -0.05089(14) 0.07688(17) 0.0219(3) Uani 1 1 d . . .
H1A H 0.7004 -0.0108 -0.0169 0.026 Uiso 1 1 calc R . .
N2 N 0.63062(4) 0.00073(14) 0.04207(17) 0.0211(3) Uani 1 1 d . . .
H2A H 0.6321 0.0533 -0.0364 0.025 Uiso 1 1 calc R . .
N3 N 0.59061(4) -0.03538(14) 0.07194(17) 0.0212(3) Uani 1 1 d . . .
H3A H 0.5806 -0.1093 0.0420 0.025 Uiso 1 1 calc R . .
N4 N 0.5000 0.04975(18) 0.2500 0.0182(4) Uani 1 2 d S . .
H4A H 0.5000 0.1302 0.2500 0.022 Uiso 1 2 calc SR . .
O1 O 0.66762(4) -0.09131(11) 0.28097(14) 0.0229(3) Uani 1 1 d . . .
O2 O 0.57304(4) 0.14924(11) 0.16674(16) 0.0271(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 0.0033 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
C2 C1 C6 120.25(17) . . ?
C3 C2 C1 120.67(17) . . ?
C4 C3 C2 118.86(17) . . ?
C3 C4 C5 121.48(18) . . ?
C4 C5 C6 119.37(17) . . ?
C1 C6 C5 119.37(16) . . ?
C1 C6 N1 116.21(15) . . ?
C5 C6 N1 124.40(15) . . ?
O1 C7 N1 125.18(15) . . ?
O1 C7 N2 121.06(15) . . ?
N1 C7 N2 113.76(14) . . ?
O2 C8 N3 124.14(15) . . ?
O2 C8 C9 121.26(15) . . ?
N3 C8 C9 114.59(15) . . ?
N4 C9 C10 108.12(14) . . ?
N4 C9 C8 117.86(15) . . ?
C10 C9 C8 133.95(15) . . ?
C9 C10 C10 106.95(9) . 2_655 ?
C9 C10 C11 127.16(14) . . ?
C10 C10 C11 125.89(9) 2_655 . ?
C16 C11 C12 119.30(16) . . ?
C16 C11 C10 120.59(15) . . ?
C12 C11 C10 120.10(15) . . ?
C13 C12 C11 120.17(17) . . ?
C14 C13 C12 120.23(18) . . ?
C13 C14 C15 120.12(17) . . ?
C14 C15 C16 120.12(18) . . ?
C15 C16 C11 120.03(17) . . ?
C7 N1 C6 128.19(14) . . ?
C7 N2 N3 115.80(14) . . ?
C8 N3 N2 122.25(14) . . ?
C9 N4 C9 109.8(2) 2_655 . ?
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
C1 C2 1.386(3) . ?
C1 C6 1.392(2) . ?
C2 C3 1.385(3) . ?
C3 C4 1.377(3) . ?
C4 C5 1.391(3) . ?
C5 C6 1.391(2) . ?
C6 N1 1.416(2) . ?
C7 O1 1.231(2) . ?
C7 N1 1.353(2) . ?
C7 N2 1.382(2) . ?
C8 O2 1.224(2) . ?
C8 N3 1.358(2) . ?
C8 C9 1.476(2) . ?
C9 N4 1.364(2) . ?
C9 C10 1.390(2) . ?
C10 C10 1.421(3) 2_655 ?
C10 C11 1.487(2) . ?
C11 C16 1.395(2) . ?
C11 C12 1.396(2) . ?
C12 C13 1.387(2) . ?
C13 C14 1.381(3) . ?
C14 C15 1.384(3) . ?
C15 C16 1.391(3) . ?
N2 N3 1.3869(18) . ?
N4 C9 1.364(2) 2_655 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1A O1 0.88 2.07 2.8975(19) 156.5 6
N2 H2A O1 0.88 2.13 2.8744(18) 142.0 6
