#------------------------------------------------------------------------------
#$Date: 2016-03-24 02:49:30 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179598 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/62/4506250.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_4506250
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            'C43 H33 N5 O14'
_chemical_formula_weight         843.74
_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                105.395(6)
_cell_angle_beta                 102.230(6)
_cell_angle_gamma                97.442(6)
_cell_formula_units_Z            1
_cell_length_a                   8.4869(7)
_cell_length_b                   8.8222(8)
_cell_length_c                   14.4413(13)
_cell_measurement_reflns_used    2250
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      0.981
_cell_measurement_theta_min      0.972
_cell_volume                     998.81(16)
_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  0.0322
_diffrn_reflns_av_sigmaI/netI    0.0348
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            9249
_diffrn_reflns_theta_full        20.93
_diffrn_reflns_theta_max         20.93
_diffrn_reflns_theta_min         2.44
_exptl_absorpt_coefficient_mu    0.107
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.403
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       blocks
_exptl_crystal_F_000             438.0
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.704
_refine_diff_density_min         -0.216
_refine_diff_density_rms         0.045
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     310
_refine_ls_number_reflns         2114
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.033
_refine_ls_R_factor_all          0.0812
_refine_ls_R_factor_gt           0.0564
_refine_ls_shift/su_max          0.034
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0943P)²+0.5599P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1488
_refine_ls_wR_factor_ref         0.1662
_reflns_number_gt                1503
_reflns_number_total             2114
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg300342a_si_009.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_cell_volume        998.81(15)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4506250
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 0.2230(5) 0.5790(4) 1.0183(3) 0.0363(10) Uani 1 1 d .
C5 C 0.3573(5) 0.7394(5) 0.8227(3) 0.0399(11) Uani 1 1 d .
C11 C 0.0515(4) 0.5312(4) 0.9744(3) 0.0347(10) Uani 1 1 d .
C12 C -0.0185(5) 0.5455(5) 0.8801(3) 0.0390(10) Uani 1 1 d .
C2 C 0.5302(5) 0.8832(5) 0.7167(3) 0.0409(11) Uani 1 1 d .
C13 C -0.1849(5) 0.4987(5) 0.8394(3) 0.0453(11) Uani 1 1 d .
H13 H -0.2302 0.5081 0.7771 0.054 Uiso 1 1 calc R
C8 C 0.3317(5) 0.6481(5) 0.9662(3) 0.0399(10) Uani 1 1 d .
C14 C 0.0875(5) 0.6124(5) 0.8269(3) 0.0440(11) Uani 1 1 d .
C6 C 0.3951(5) 0.9026(5) 0.8483(3) 0.0512(12) Uani 1 1 d .
H6 H 0.3622 0.9649 0.9009 0.061 Uiso 1 1 calc R
C3 C 0.4950(5) 0.7186(5) 0.6920(3) 0.0439(11) Uani 1 1 d .
H3 H 0.5282 0.6565 0.6395 0.053 Uiso 1 1 calc R
C4 C 0.4097(5) 0.6456(5) 0.7459(3) 0.0425(11) Uani 1 1 d .
N2 N 0.1832(5) 0.9135(5) 0.4872(4) 0.0655(11) Uani 1 1 d .
C10 C 0.2870(5) 0.5629(5) 1.1099(3) 0.0447(11) Uani 1 1 d .
H10 H 0.3997 0.5933 1.1384 0.054 Uiso 1 1 calc R
C7 C 0.4831(5) 0.9753(5) 0.7955(3) 0.0494(12) Uani 1 1 d .
H7 H 0.5104 1.0865 0.8134 0.059 Uiso 1 1 calc R
C17 C -0.0181(6) 0.7356(7) 0.5568(4) 0.0665(14) Uani 1 1 d .
H17 H -0.0873 0.6755 0.5817 0.080 Uiso 1 1 calc R
C1 C 0.6174(5) 0.9693(7) 0.6593(3) 0.0535(12) Uani 1 1 d .
C18 C -0.0167(6) 0.6841(6) 0.4593(4) 0.0739(15) Uani 1 1 d .
H18 H -0.0845 0.5893 0.4163 0.089 Uiso 1 1 calc R
C19 C 0.0910(7) 0.7795(7) 0.4262(4) 0.0711(15) Uani 1 1 d .
H19 H 0.0965 0.7469 0.3605 0.085 Uiso 1 1 calc R
C15 C 0.1818(6) 0.9619(6) 0.5803(4) 0.0664(14) Uani 1 1 d .
H15 H 0.2502 1.0574 0.6220 0.080 Uiso 1 1 calc R
N5 N 0.083(6) 0.106(5) 0.940(3) 0.091(11) Uani 0.50 1 d P
C22 C -0.0780(14) 0.0136(14) 0.9146(7) 0.114(3) Uani 1 1 d .
C16 C 0.0820(6) 0.8752(7) 0.6174(4) 0.0712(15) Uani 1 1 d .
H16 H 0.0820 0.9110 0.6841 0.085 Uiso 1 1 calc R
C21 C 0.1531(10) 0.0865(11) 1.0406(10) 0.111(3) Uani 1 1 d .
O4 O 0.4796(4) 0.6934(3) 1.0002(2) 0.0551(8) Uani 1 1 d .
O2 O 0.6454(4) 0.8831(4) 0.5813(2) 0.0724(10) Uani 1 1 d .
H2 H 0.6931 0.9406 0.5555 0.109 Uiso 1 1 calc R
O5 O 0.0355(3) 0.6261(4) 0.7451(2) 0.0676(10) Uani 1 1 d .
O3 O 0.3710(4) 0.4844(4) 0.7262(2) 0.0707(10) Uani 1 1 d .
H3A H 0.4121 0.4407 0.6822 0.106 Uiso 1 1 calc R
O1 O 0.6573(5) 1.1163(4) 0.6884(2) 0.0862(12) Uani 1 1 d .
N1 N 0.2556(4) 0.6624(4) 0.8736(2) 0.0416(9) Uani 1 1 d .
O6 O 0.5225(6) 0.3291(5) 0.6022(4) 0.0904(13) Uani 1 1 d .
O7 O 0.2067(7) 0.2547(6) 0.8063(4) 0.162(2) Uani 1 1 d .
H6A H 0.546(8) 0.249(8) 0.626(5) 0.12(3) Uiso 1 1 d .
C20 C 0.069(7) 0.096(5) 0.970(3) 0.069(8) Uani 0.50 1 d P
H21 H 0.260(8) 0.134(7) 1.073(4) 0.11(2) Uiso 1 1 d .
H22 H -0.134(7) 0.030(6) 0.858(4) 0.09(2) Uiso 1 1 d .
H6B H 0.453(10) 0.260(10) 0.536(7) 0.19(4) Uiso 1 1 d .
H20A H 0.104(19) 0.141(16) 0.898(10) 0.12(7) Uiso 0.50 1 d P
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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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 C11 119.6(3) . .
C10 C9 C8 120.3(4) . .
C11 C9 C8 120.1(3) . .
C6 C5 C4 120.5(4) . .
C6 C5 N1 119.9(4) . .
C4 C5 N1 119.6(3) . .
C11 C11 C12 119.2(4) 2_567 .
C11 C11 C9 119.7(4) 2_567 .
C12 C11 C9 121.1(3) . .
C13 C12 C11 120.0(3) . .
C13 C12 C14 120.4(3) . .
C11 C12 C14 119.6(3) . .
C3 C2 C7 120.1(3) . .
C3 C2 C1 122.3(4) . .
C7 C2 C1 117.6(4) . .
C12 C13 C10 120.8(3) . 2_567
O4 C8 N1 120.1(3) . .
O4 C8 C9 123.4(4) . .
N1 C8 C9 116.5(4) . .
O5 C14 N1 119.4(3) . .
O5 C14 C12 122.9(4) . .
N1 C14 C12 117.7(3) . .
C5 C6 C7 119.7(4) . .
C2 C3 C4 119.7(4) . .
O3 C4 C3 123.1(4) . .
O3 C4 C5 117.3(3) . .
C3 C4 C5 119.6(4) . .
C15 N2 C19 121.8(4) . .
C9 C10 C13 120.7(4) . 2_567
C2 C7 C6 120.3(4) . .
C16 C17 C18 119.7(5) . .
O1 C1 O2 123.2(4) . .
O1 C1 C2 120.0(4) . .
O2 C1 C2 116.8(4) . .
C17 C18 C19 117.5(5) . .
N2 C19 C18 120.4(4) . .
N2 C15 C16 120.9(5) . .
C22 N5 C21 101(2) . .
C20 C22 C21 113(2) . 2_557
C21 C22 N5 131.9(17) 2_557 .
C15 C16 C17 119.6(5) . .
C20 C21 C22 114(2) . 2_557
C22 C21 N5 126.5(17) 2_557 .
C14 N1 C8 125.0(3) . .
C14 N1 C5 116.9(3) . .
C8 N1 C5 118.1(3) . .
C21 C20 C22 132(4) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C9 C10 1.371(5) .
C9 C11 1.417(5) .
C9 C8 1.477(5) .
C5 C6 1.364(5) .
C5 C4 1.389(5) .
C5 N1 1.459(4) .
C11 C11 1.406(7) 2_567
C11 C12 1.411(5) .
C12 C13 1.371(5) .
C12 C14 1.465(5) .
C2 C3 1.375(5) .
C2 C7 1.379(5) .
C2 C1 1.504(6) .
C13 C10 1.393(5) 2_567
C8 O4 1.217(4) .
C8 N1 1.402(5) .
C14 O5 1.214(4) .
C14 N1 1.399(5) .
C6 C7 1.387(5) .
C3 C4 1.388(5) .
C4 O3 1.355(4) .
N2 C15 1.303(6) .
N2 C19 1.304(6) .
C10 C13 1.393(5) 2_567
C17 C16 1.359(6) .
C17 C18 1.362(6) .
C1 O1 1.229(5) .
C1 O2 1.268(5) .
C18 C19 1.403(7) .
C15 C16 1.353(6) .
N5 C22 1.42(4) .
N5 C21 1.51(4) .
C22 C20 1.33(6) .
C22 C21 1.392(11) 2_557
C21 C20 1.14(6) .
C21 C22 1.392(11) 2_557
