#------------------------------------------------------------------------------
#$Date: 2016-03-24 03:29:33 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179633 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/97/4509737.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided the Crystal Eye server at
# http://wwmm.ch.cam.ac.uk/crystaleye/, created by Nick Day at the
# Peter Murray-Rust laboratory.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_4509737
loop_
_publ_author_name
'Santra, Ramkinkar'
'Biradha, Kumar'
_publ_section_title
;
 Two-Dimensional Organic Brick-Wall Layers as Hosts for the Inclusion and
 Study of Aromatics Ensembles: Acid−Pyridine and
 Acid−Carbonyl Synthons for Multicomponent Materials
;
_journal_issue                   11
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              4969
_journal_paper_doi               10.1021/cg900759e
_journal_volume                  9
_journal_year                    2009
_chemical_formula_sum            'C70 H54 N4 O14'
_chemical_formula_weight         1175.17
_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
_cell_angle_alpha                90.00
_cell_angle_beta                 107.321(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   10.0728(8)
_cell_length_b                   18.7475(14)
_cell_length_c                   15.7570(12)
_cell_measurement_reflns_used    5287
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.50
_cell_measurement_theta_min      1.74
_cell_volume                     2840.6(4)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_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  0.1125
_diffrn_reflns_av_sigmaI/netI    0.0686
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            34685
_diffrn_reflns_theta_full        25.50
_diffrn_reflns_theta_max         25.50
_diffrn_reflns_theta_min         1.74
_exptl_absorpt_coefficient_mu    0.097
_exptl_absorpt_correction_T_max  0.986
_exptl_absorpt_correction_T_min  0.979
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.374
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       blocks
_exptl_crystal_F_000             1228
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.157
_refine_diff_density_min         -0.234
_refine_diff_density_rms         0.043
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.937
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     406
_refine_ls_number_reflns         5287
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.937
_refine_ls_R_factor_all          0.1344
_refine_ls_R_factor_gt           0.0590
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0637P)²+0.0835P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1170
_refine_ls_wR_factor_ref         0.1372
_reflns_number_gt                2796
_reflns_number_total             5287
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg900759esup1.cif
_cod_data_source_block           4
_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 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               4509737
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
O11 O 0.5992(2) -0.11585(10) 0.22613(14) 0.0629(6) Uani 1 1 d .
O12 O 0.4292(2) -0.15727(10) 0.27650(15) 0.0572(6) Uani 1 1 d .
H12O H 0.467(3) -0.1967(14) 0.2724(17) 0.050 Uiso 1 1 d .
O13 O 0.0943(2) 0.00053(11) 0.34972(15) 0.0680(7) Uani 1 1 d .
O14 O 0.1171(2) 0.11777(10) 0.33641(14) 0.0575(6) Uani 1 1 d .
H14O H 0.034(3) 0.1201(13) 0.3595(16) 0.050 Uiso 1 1 d .
O15 O 0.4789(2) 0.21707(11) 0.22566(15) 0.0667(6) Uani 1 1 d .
O16 O 0.6317(2) 0.14521(11) 0.19295(16) 0.0740(7) Uani 1 1 d .
C11 C 0.4447(3) -0.03328(13) 0.26217(17) 0.0388(7) Uani 1 1 d .
C12 C 0.3316(3) -0.02358(13) 0.29347(18) 0.0407(7) Uani 1 1 d .
H12 H 0.2908 -0.0630 0.3115 0.049 Uiso 1 1 calc R
C13 C 0.2780(3) 0.04399(14) 0.29851(18) 0.0393(7) Uani 1 1 d .
C14 C 0.3409(3) 0.10218(14) 0.27236(17) 0.0401(7) Uani 1 1 d .
H14 H 0.3058 0.1477 0.2752 0.048 Uiso 1 1 calc R
C15 C 0.4552(3) 0.09350(14) 0.24211(17) 0.0382(6) Uani 1 1 d .
C16 C 0.5061(3) 0.02579(14) 0.23660(18) 0.0414(7) Uani 1 1 d .
H16 H 0.5824 0.0198 0.2155 0.050 Uiso 1 1 calc R
C17 C 0.5013(3) -0.10555(15) 0.25340(19) 0.0455(7) Uani 1 1 d .
C18 C 0.1545(3) 0.05114(15) 0.33116(19) 0.0445(7) Uani 1 1 d .
C19 C 0.5270(3) 0.15767(16) 0.21814(19) 0.0463(7) Uani 1 1 d .
N11A N -0.0985(2) 0.13152(14) 0.39406(17) 0.0552(7) Uani 1 1 d .
O11A O -0.6678(2) 0.09484(10) 0.54831(15) 0.0640(6) Uani 1 1 d .
C11A C -0.6612(3) 0.15727(15) 0.52825(19) 0.0447(7) Uani 1 1 d .
C12A C -0.7621(3) 0.21043(14) 0.54546(18) 0.0407(7) Uani 1 1 d .
C13A C -0.7686(3) 0.28250(15) 0.5028(2) 0.0513(8) Uani 1 1 d .
H13A H -0.7136 0.3160 0.5461 0.062 Uiso 1 1 calc .
H13B H -0.8641 0.2991 0.4848 0.062 Uiso 1 1 calc .
C14A C -0.7154(3) 0.28143(16) 0.4226(2) 0.0543(8) Uani 1 1 d .
H14A H -0.7203 0.3291 0.3980 0.065 Uiso 1 1 calc .
H14B H -0.7739 0.2505 0.3774 0.065 Uiso 1 1 calc .
C15A C -0.5667(3) 0.25509(14) 0.4476(2) 0.0519(8) Uani 1 1 d .
H15A H -0.5357 0.2541 0.3949 0.062 Uiso 1 1 calc .
H15B H -0.5075 0.2880 0.4897 0.062 Uiso 1 1 calc .
C16A C -0.5526(3) 0.18211(14) 0.48780(18) 0.0414(7) Uani 1 1 d .
C21A C -1.1561(3) 0.21227(17) 0.66586(19) 0.0535(8) Uani 1 1 d .
H21A H -1.2216 0.1833 0.6799 0.064 Uiso 1 1 calc R
C22A C -1.0468(3) 0.18131(15) 0.64555(18) 0.0478(8) Uani 1 1 d .
H22A H -1.0380 0.1319 0.6468 0.057 Uiso 1 1 calc R
C23A C -0.9482(3) 0.22331(15) 0.62296(17) 0.0407(7) Uani 1 1 d .
C24A C -0.9644(3) 0.29715(15) 0.62696(19) 0.0487(8) Uani 1 1 d .
H24A H -0.8990 0.3277 0.6154 0.058 Uiso 1 1 calc R
C25A C -1.0767(3) 0.32451(16) 0.64800(19) 0.0516(8) Uani 1 1 d .
H25A H -1.0867 0.3738 0.6497 0.062 Uiso 1 1 calc R
C26A C -0.8380(3) 0.18753(14) 0.59614(18) 0.0430(7) Uani 1 1 d .
H26A H -0.8178 0.1414 0.6180 0.052 Uiso 1 1 calc R
C31A C -0.1535(3) 0.07300(17) 0.4161(2) 0.0628(9) Uani 1 1 d .
H31A H -0.1133 0.0293 0.4105 0.075 Uiso 1 1 calc R
C32A C -0.2682(3) 0.07390(15) 0.4471(2) 0.0544(8) Uani 1 1 d .
H32A H -0.3031 0.0313 0.4620 0.065 Uiso 1 1 calc R
C33A C -0.3315(3) 0.13795(14) 0.45596(18) 0.0420(7) Uani 1 1 d .
C34A C -0.2721(3) 0.19900(15) 0.43343(19) 0.0506(8) Uani 1 1 d .
H34A H -0.3094 0.2436 0.4386 0.061 Uiso 1 1 calc R
C35A C -0.1576(3) 0.19317(16) 0.4034(2) 0.0542(8) Uani 1 1 d .
H35A H -0.1193 0.2348 0.3888 0.065 Uiso 1 1 calc R
C36A C -0.4529(3) 0.13467(15) 0.48904(18) 0.0460(7) Uani 1 1 d .
H36A H -0.4622 0.0916 0.5159 0.055 Uiso 1 1 calc R
N21A N -1.1719(2) 0.28316(14) 0.66612(15) 0.0502(6) Uani 1 1 d .
H21N H -1.264(3) 0.3092(13) 0.6803(15) 0.050 Uiso 1 1 d .
C101 C 0.0647(3) -0.00814(16) 0.99264(19) 0.0495(8) Uani 1 1 d .
C102 C 0.1555(3) -0.05934(16) 1.0460(2) 0.0562(8) Uani 1 1 d .
C103 C 0.2817(4) -0.07285(19) 1.0299(3) 0.0727(10) Uani 1 1 d .
H103 H 0.3422 -0.1063 1.0647 0.087 Uiso 1 1 calc R
C104 C 0.3188(4) -0.0376(2) 0.9634(3) 0.0808(12) Uani 1 1 d .
H104 H 0.4039 -0.0473 0.9541 0.097 Uiso 1 1 calc R
C105 C 0.2308(4) 0.0117(2) 0.9109(3) 0.0716(10) Uani 1 1 d .
H105 H 0.2567 0.0346 0.8659 0.086 Uiso 1 1 calc R
C106 C 0.1032(3) 0.02802(17) 0.9240(2) 0.0570(9) Uani 1 1 d .
C107 C 0.0085(4) 0.07917(17) 0.8715(2) 0.0664(10) Uani 1 1 d .
H107 H 0.0314 0.1025 0.8257 0.080 Uiso 1 1 calc R
C108 C -0.1117(4) 0.09417(17) 0.8867(2) 0.0655(9) Uani 1 1 d .
H108 H -0.1692 0.1287 0.8520 0.079 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_3
C12 C11 C16 119.0(2) .
C12 C11 C17 122.1(2) .
C16 C11 C17 118.9(2) .
C11 C12 C13 121.1(2) .
C14 C13 C12 118.7(2) .
C14 C13 C18 122.4(2) .
C12 C13 C18 118.8(2) .
C15 C14 C13 120.8(2) .
C14 C15 C16 119.6(2) .
C14 C15 C19 120.3(2) .
C16 C15 C19 120.2(2) .
C15 C16 C11 120.7(2) .
O11 C17 O12 123.7(3) .
O11 C17 C11 123.7(3) .
O12 C17 C11 112.5(2) .
O13 C18 O14 123.9(2) .
O13 C18 C13 123.0(3) .
O14 C18 C13 113.1(2) .
O15 C19 O16 126.2(3) .
O15 C19 C15 117.6(2) .
O16 C19 C15 116.2(3) .
C31A N11A C35A 117.2(2) .
O11A C11A C16A 120.8(2) .
O11A C11A C12A 119.8(2) .
C16A C11A C12A 119.3(2) .
C26A C12A C13A 127.1(2) .
C26A C12A C11A 115.7(2) .
C13A C12A C11A 117.2(2) .
C12A C13A C14A 112.5(2) .
C13A C14A C15A 110.9(2) .
C16A C15A C14A 111.7(2) .
C36A C16A C11A 115.4(2) .
C36A C16A C15A 126.2(2) .
C11A C16A C15A 118.4(2) .
N21A C21A C22A 121.8(3) .
C21A C22A C23A 120.4(3) .
C22A C23A C24A 116.5(2) .
C22A C23A C26A 118.3(2) .
C24A C23A C26A 125.2(2) .
C25A C24A C23A 119.8(3) .
N21A C25A C24A 122.3(3) .
C12A C26A C23A 130.3(3) .
N11A C31A C32A 122.9(3) .
C31A C32A C33A 120.3(3) .
C32A C33A C34A 116.3(2) .
C32A C33A C36A 117.2(2) .
C34A C33A C36A 126.5(2) .
C35A C34A C33A 119.5(3) .
N11A C35A C34A 123.8(3) .
C16A C36A C33A 132.0(3) .
C25A N21A C21A 119.0(2) .
C102 C101 C106 120.0(3) .
C102 C101 C101 120.6(4) 3_557
C106 C101 C101 119.4(4) 3_557
C103 C102 C101 118.6(3) .
C103 C102 C108 123.7(3) 3_557
C101 C102 C108 117.8(3) 3_557
C104 C103 C102 121.3(4) .
C105 C104 C103 120.5(3) .
C104 C105 C106 121.1(3) .
C105 C106 C101 118.7(3) .
C105 C106 C107 123.1(3) .
C101 C106 C107 118.2(3) .
C108 C107 C106 121.5(3) .
C107 C108 C102 122.4(3) 3_557
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O11 C17 1.203(3) .
O12 C17 1.326(3) .
O13 C18 1.208(3) .
O14 C18 1.314(3) .
O15 C19 1.234(3) .
O16 C19 1.254(3) .
C11 C12 1.381(3) .
C11 C16 1.386(3) .
C11 C17 1.492(4) .
C12 C13 1.389(3) .
C13 C14 1.385(3) .
C13 C18 1.487(3) .
C14 C15 1.380(3) .
C15 C16 1.381(3) .
C15 C19 1.509(4) .
N11A C31A 1.322(4) .
N11A C35A 1.328(3) .
O11A C11A 1.219(3) .
C11A C16A 1.495(3) .
C11A C12A 1.504(3) .
C12A C26A 1.331(3) .
C12A C13A 1.502(4) .
C13A C14A 1.512(4) .
C14A C15A 1.514(4) .
C15A C16A 1.497(4) .
C16A C36A 1.338(3) .
C21A N21A 1.339(4) .
C21A C22A 1.365(4) .
C22A C23A 1.394(3) .
C23A C24A 1.398(4) .
C23A C26A 1.463(3) .
C24A C25A 1.370(3) .
C25A N21A 1.328(3) .
C31A C32A 1.381(4) .
C32A C33A 1.386(3) .
C33A C34A 1.386(4) .
C33A C36A 1.466(3) .
C34A C35A 1.375(3) .
C101 C102 1.417(4) .
C101 C106 1.424(4) .
C101 C101 1.424(5) 3_557
C102 C103 1.392(4) .
C102 C108 1.422(4) 3_557
C103 C104 1.382(5) .
C104 C105 1.374(5) .
C105 C106 1.394(4) .
C106 C107 1.430(4) .
C107 C108 1.333(4) .
C108 C102 1.422(4) 3_557
