#------------------------------------------------------------------------------
#$Date: 2016-03-24 02:49:30 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179598 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/62/4506249.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_4506249
loop_
_publ_author_name
'Singh, Devendra'
'Baruah, Jubaraj B.'
_publ_section_title
;
 Solid State Assemblies of Cyclic Imides Tethered Hydroxy Benzoic Acids
 with Pyridine and Quinoline: Toward the Formation of Channels and
 Cavities
;
_journal_issue                   6
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              3169
_journal_paper_doi               10.1021/cg300342a
_journal_volume                  12
_journal_year                    2012
_chemical_formula_sum            'C53 H35 N5 O10'
_chemical_formula_weight         901.86
_chemical_name_systematic
; 
 ? 
;
_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   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                98.580(2)
_cell_angle_beta                 101.655(2)
_cell_angle_gamma                96.513(2)
_cell_formula_units_Z            1
_cell_length_a                   9.3051(3)
_cell_length_b                   9.3350(3)
_cell_length_c                   13.7530(4)
_cell_measurement_reflns_used    5958
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      0.984
_cell_measurement_theta_min      0.974
_cell_volume                     1144.12(6)
_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, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_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  0.0183
_diffrn_reflns_av_sigmaI/netI    0.0163
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            14915
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.54
_exptl_absorpt_coefficient_mu    0.092
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.309
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       blocks
_exptl_crystal_F_000             468.0
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.537
_refine_diff_density_min         -0.214
_refine_diff_density_rms         0.045
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     326
_refine_ls_number_reflns         3995
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0567
_refine_ls_R_factor_gt           0.0474
_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)+(0.0773P)²+0.2734P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1315
_refine_ls_wR_factor_ref         0.1408
_reflns_number_gt                3233
_reflns_number_total             3995
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg300342a_si_008.cif
_cod_data_source_block           dev
_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_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4506249
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_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C9 C 0.68784(16) 0.27843(17) 0.14707(11) 0.0361(4) Uani 1 1 d .
C7 C 0.33629(15) 0.43876(15) 0.15383(11) 0.0318(3) Uani 1 1 d .
C8 C 0.58441(16) 0.38645(16) 0.14904(11) 0.0359(4) Uani 1 1 d .
C17 C 0.48384(17) 0.07906(17) 0.13028(12) 0.0388(4) Uani 1 1 d .
C2 C 0.32663(16) 0.49486(16) 0.25148(11) 0.0355(3) Uani 1 1 d .
C3 C 0.23036(18) 0.59656(17) 0.26502(12) 0.0410(4) Uani 1 1 d .
H3 H 0.2232 0.6349 0.3300 0.049 Uiso 1 1 calc R
C18 C 0.63594(17) 0.12812(17) 0.13894(11) 0.0364(4) Uani 1 1 d .
C4 C 0.14531(17) 0.64151(17) 0.18364(12) 0.0401(4) Uani 1 1 d .
C19 C 0.37798(17) 0.18493(17) 0.13032(13) 0.0409(4) Uani 1 1 d .
C5 C 0.15940(17) 0.58760(18) 0.08729(12) 0.0407(4) Uani 1 1 d .
H5 H 0.1051 0.6195 0.0322 0.049 Uiso 1 1 calc R
C6 C 0.25430(17) 0.48621(17) 0.07263(11) 0.0378(4) Uani 1 1 d .
H6 H 0.2628 0.4499 0.0076 0.045 Uiso 1 1 calc R
C13 C 0.73744(19) 0.02528(19) 0.13908(13) 0.0453(4) Uani 1 1 d .
C1 C 0.4160(2) 0.45118(18) 0.34319(12) 0.0454(4) Uani 1 1 d .
C10 C 0.83564(18) 0.3246(2) 0.15392(14) 0.0474(4) Uani 1 1 d .
H10 H 0.8696 0.4238 0.1601 0.057 Uiso 1 1 calc R
C11 C 0.9358(2) 0.2230(2) 0.15165(16) 0.0589(5) Uani 1 1 d .
H11 H 1.0353 0.2552 0.1551 0.071 Uiso 1 1 calc R
C16 C 0.4345(2) -0.06769(18) 0.12327(15) 0.0518(4) Uani 1 1 d .
H16 H 0.3342 -0.0997 0.1172 0.062 Uiso 1 1 calc R
C12 C 0.8880(2) 0.0774(2) 0.14438(15) 0.0560(5) Uani 1 1 d .
H12 H 0.9555 0.0114 0.1429 0.067 Uiso 1 1 calc R
C14 C 0.6819(2) -0.1241(2) 0.13299(14) 0.0555(5) Uani 1 1 d .
H14 H 0.7469 -0.1928 0.1343 0.067 Uiso 1 1 calc R
C15 C 0.5349(2) -0.16887(19) 0.12532(16) 0.0593(5) Uani 1 1 d .
H15 H 0.5009 -0.2676 0.1214 0.071 Uiso 1 1 calc R
N3 N 0.9886(3) 0.7597(3) 0.38424(16) 0.0868(6) Uani 1 1 d .
C20 C 0.8741(4) 0.6646(5) 0.3866(2) 0.1149(11) Uani 1 1 d .
H20 H 0.8130 0.6163 0.3257 0.138 Uiso 1 1 calc R
C26 C 0.483(2) 0.1321(18) 0.4916(14) 0.156(9) Uani 0.50 1 d P
C23 C 1.0410(5) 0.7998(6) 0.5626(3) 0.1609(19) Uani 1 1 d .
H23 H 1.1021 0.8489 0.6233 0.193 Uiso 1 1 calc R
C25 C 0.4880(8) 0.1125(6) 0.5666(6) 0.166(2) Uani 1 1 d .
C21 C 0.8408(5) 0.6332(6) 0.4741(3) 0.1599(19) Uani 1 1 d .
H21 H 0.7610 0.5622 0.4719 0.192 Uiso 1 1 calc R
C27 C 0.5063(6) 0.0188(5) 0.4029(3) 0.1536(19) Uani 1 1 d .
C24 C 1.0716(4) 0.8252(4) 0.4719(3) 0.1255(12) Uani 1 1 d .
H24 H 1.1547 0.8915 0.4731 0.151 Uiso 1 1 calc R
O3 O 0.04875(15) 0.73872(16) 0.19419(10) 0.0621(4) Uani 1 1 d .
H3A H 0.0411 0.7543 0.2531 0.093 Uiso 1 1 calc R
O4 O 0.62455(13) 0.51772(12) 0.16054(11) 0.0549(4) Uani 1 1 d .
O5 O 0.24679(13) 0.14960(14) 0.12461(13) 0.0707(5) Uani 1 1 d .
O2 O 0.42816(17) 0.53962(15) 0.42543(9) 0.0678(4) Uani 1 1 d .
O1 O 0.4715(2) 0.33997(19) 0.33903(11) 0.0967(7) Uani 1 1 d .
N1 N 0.43474(13) 0.33261(13) 0.13712(9) 0.0334(3) Uani 1 1 d .
C22 C 0.9226(5) 0.7042(7) 0.5622(3) 0.170(2) Uani 1 1 d .
H22 H 0.8981 0.6877 0.6223 0.204 Uiso 1 1 calc R
N2 N 0.5028(12) 0.1268(15) 0.4569(9) 0.102(3) Uani 0.50 1 d P
H25 H 0.466(6) 0.168(6) 0.617(4) 0.20(2) Uiso 1 1 d .
H2 H 0.5000 0.5000 0.5000 0.160(18) Uiso 1 2 d S
H26 H 0.476(8) 0.217(8) 0.446(5) 0.28(3) Uiso 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
C10 C9 C18 120.01(14) . .
C10 C9 C8 119.71(14) . .
C18 C9 C8 120.28(13) . .
C6 C7 C2 120.13(13) . .
C6 C7 N1 119.75(13) . .
C2 C7 N1 120.11(12) . .
O4 C8 N1 120.01(13) . .
O4 C8 C9 122.85(14) . .
N1 C8 C9 117.14(13) . .
C16 C17 C18 120.10(15) . .
C16 C17 C19 119.80(15) . .
C18 C17 C19 120.10(14) . .
C7 C2 C3 118.71(13) . .
C7 C2 C1 122.81(13) . .
C3 C2 C1 118.48(13) . .
C4 C3 C2 121.26(14) . .
C9 C18 C17 120.53(14) . .
C9 C18 C13 119.72(14) . .
C17 C18 C13 119.75(15) . .
O3 C4 C3 122.70(14) . .
O3 C4 C5 118.08(13) . .
C3 C4 C5 119.21(14) . .
O5 C19 N1 119.80(14) . .
O5 C19 C17 123.05(14) . .
N1 C19 C17 117.15(13) . .
C4 C5 C6 120.17(14) . .
C7 C6 C5 120.48(14) . .
C12 C13 C14 123.58(15) . .
C12 C13 C18 118.29(16) . .
C14 C13 C18 118.12(16) . .
O1 C1 O2 122.73(15) . .
O1 C1 C2 122.36(15) . .
O2 C1 C2 114.91(13) . .
C9 C10 C11 120.49(17) . .
C12 C11 C10 120.39(16) . .
C17 C16 C15 120.19(17) . .
C11 C12 C13 121.07(16) . .
C15 C14 C13 121.14(16) . .
C14 C15 C16 120.67(16) . .
C24 N3 C20 116.3(3) . .
N3 C20 C21 123.2(3) . .
C25 C26 C27 124.9(13) . .
C22 C23 C24 119.3(4) . .
C26 C25 C27 126.1(10) . 2_656
C27 C25 N2 119.7(8) 2_656 .
C22 C21 C20 119.8(4) . .
N2 C27 C25 123.2(7) . 2_656
C25 C27 C26 108.5(6) 2_656 .
N3 C24 C23 122.8(4) . .
C8 N1 C19 124.66(12) . .
C8 N1 C7 117.12(11) . .
C19 N1 C7 116.94(11) . .
C21 C22 C23 118.5(4) . .
C27 N2 C25 116.8(10) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C9 C10 1.374(2) .
C9 C18 1.411(2) .
C9 C8 1.472(2) .
C7 C6 1.380(2) .
C7 C2 1.391(2) .
C7 N1 1.4481(18) .
C8 O4 1.2169(18) .
C8 N1 1.3941(19) .
C17 C16 1.377(2) .
C17 C18 1.413(2) .
C17 C19 1.472(2) .
C2 C3 1.395(2) .
C2 C1 1.502(2) .
C3 C4 1.383(2) .
C18 C13 1.421(2) .
C4 O3 1.3602(18) .
C4 C5 1.383(2) .
C19 O5 1.2113(19) .
C19 N1 1.4016(19) .
C5 C6 1.386(2) .
C13 C12 1.414(3) .
C13 C14 1.415(3) .
C1 O1 1.210(2) .
C1 O2 1.274(2) .
C10 C11 1.404(2) .
C11 C12 1.363(3) .
C16 C15 1.401(3) .
C14 C15 1.362(3) .
N3 C24 1.312(4) .
N3 C20 1.316(4) .
C20 C21 1.366(5) .
C26 C25 1.067(15) .
C26 C27 1.56(2) .
C23 C22 1.335(6) .
C23 C24 1.382(5) .
C25 C27 1.357(8) 2_656
C25 N2 1.566(13) .
C21 C22 1.327(6) .
C27 N2 1.168(15) .
C27 C25 1.357(8) 2_656
