#------------------------------------------------------------------------------
#$Date: 2016-03-24 03:29:33 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179633 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/97/4509740.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_4509740
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            'C37 H32 N2 O7'
_chemical_formula_weight         616.65
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           11
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yb'
_symmetry_space_group_name_H-M   'P 1 21/m 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                 104.890(7)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   14.198(3)
_cell_length_b                   6.8688(17)
_cell_length_c                   17.257(4)
_cell_measurement_reflns_used    3477
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.26
_cell_measurement_theta_min      1.48
_cell_volume                     1626.4(7)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.970
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measurement_device_type  'Bruker CCD APEX-2'
_diffrn_measurement_method       hemisphere
_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  0.0776
_diffrn_reflns_av_sigmaI/netI    0.0642
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            19944
_diffrn_reflns_theta_full        26.26
_diffrn_reflns_theta_max         26.26
_diffrn_reflns_theta_min         1.48
_exptl_absorpt_coefficient_mu    0.088
_exptl_absorpt_correction_T_max  0.991
_exptl_absorpt_correction_T_min  0.985
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.259
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'rectangular blocks'
_exptl_crystal_F_000             648
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.325
_refine_diff_density_min         -0.361
_refine_diff_density_rms         0.061
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.121
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     226
_refine_ls_number_reflns         3477
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.121
_refine_ls_R_factor_all          0.1185
_refine_ls_R_factor_gt           0.0738
_refine_ls_shift/su_max          0.108
_refine_ls_shift/su_mean         0.004
_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          0.1957
_refine_ls_wR_factor_ref         0.2114
_reflns_number_gt                1907
_reflns_number_total             3477
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg900759esup1.cif
_cod_data_source_block           7
_cod_depositor_comments
;
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)/m
_cod_database_code               4509740
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, 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
N11 N 0.4859(3) 0.2500 -0.03016(19) 0.0762(11) Uani 1 2 d S
C11 C 0.3908(5) 0.2500 -0.0354(3) 0.142(3) Uani 1 2 d S
H11 H 0.3483 0.2500 -0.0864 0.171 Uiso 1 2 calc SR
C12 C 0.3516(4) 0.2500 0.0286(2) 0.143(3) Uani 1 2 d S
H12 H 0.2842 0.2500 0.0201 0.171 Uiso 1 2 calc SR
C13 C 0.4081(3) 0.2500 0.10388(18) 0.0548(9) Uani 1 2 d S
C14 C 0.5046(3) 0.2500 0.1094(2) 0.0820(14) Uani 1 2 d S
H14 H 0.5488 0.2500 0.1596 0.098 Uiso 1 2 calc SR
C15 C 0.5384(4) 0.2500 0.0414(3) 0.0848(14) Uani 1 2 d S
H15 H 0.6056 0.2500 0.0486 0.102 Uiso 1 2 calc SR
C16 C 0.3762(3) 0.2500 0.17918(18) 0.0522(9) Uani 1 2 d S
H16 H 0.4266 0.2500 0.2259 0.063 Uiso 1 2 calc SR
N21 N -0.0146(2) 0.2500 0.5157(2) 0.0680(9) Uani 1 2 d S
C21 C -0.0429(3) 0.2500 0.4369(3) 0.0950(16) Uani 1 2 d S
H21 H -0.1094 0.2500 0.4126 0.114 Uiso 1 2 calc SR
C22 C 0.0204(3) 0.2500 0.3882(3) 0.0921(16) Uani 1 2 d S
H22 H -0.0040 0.2500 0.3328 0.110 Uiso 1 2 calc SR
C23 C 0.1172(3) 0.2500 0.42060(19) 0.0554(9) Uani 1 2 d S
C24 C 0.1475(3) 0.2500 0.5040(2) 0.0934(17) Uani 1 2 d S
H24 H 0.2137 0.2500 0.5297 0.112 Uiso 1 2 calc SR
C25 C 0.0799(3) 0.2500 0.5483(3) 0.0948(17) Uani 1 2 d S
H25 H 0.1019 0.2500 0.6040 0.114 Uiso 1 2 calc SR
C26 C 0.1944(2) 0.2500 0.37753(19) 0.0506(9) Uani 1 2 d S
H26 H 0.2574 0.2500 0.4106 0.061 Uiso 1 2 calc SR
O31 O 0.36092(17) 0.2500 0.32999(12) 0.0668(8) Uani 1 2 d S
C31 C 0.2853(3) 0.2500 0.27797(17) 0.0492(9) Uani 1 2 d S
C32 C 0.1894(2) 0.2500 0.29957(19) 0.0510(9) Uani 1 2 d S
C33 C 0.0962(3) 0.2500 0.2322(2) 0.0765(13) Uani 1 2 d S
C34 C 0.1106(4) 0.3625(10) 0.1561(3) 0.0783(18) Uani 0.50 1 d P
C35 C 0.1926(3) 0.2500 0.1278(2) 0.0808(14) Uani 1 2 d S
C36 C 0.2868(3) 0.2500 0.19087(18) 0.0530(9) Uani 1 2 d S
O1 O -0.60820(19) 0.2500 0.54370(14) 0.0844(10) Uani 1 2 d S
O2 O -0.50331(19) 0.2500 0.46726(14) 0.0855(11) Uani 1 2 d S
H2O H -0.552(3) 0.2500 0.432(2) 0.050 Uiso 1 2 d S
O3 O -0.16404(19) 0.2500 0.57139(17) 0.0791(9) Uani 1 2 d S
H3O H -0.071(2) 0.2500 0.5554(18) 0.050 Uiso 1 2 d S
O4 O -0.0910(2) 0.2500 0.70086(19) 0.0883(10) Uani 1 2 d S
O5 O -0.3148(2) 0.2500 0.89070(14) 0.0868(10) Uani 1 2 d S
O6 O -0.4701(2) 0.2500 0.83465(15) 0.0846(9) Uani 1 2 d S
H6O H -0.471(2) 0.2500 0.9047(19) 0.050 Uiso 1 2 d S
C1 C -0.4362(2) 0.2500 0.60562(17) 0.0493(9) Uani 1 2 d S
C2 C -0.3454(2) 0.2500 0.59460(19) 0.0534(9) Uani 1 2 d S
H2 H -0.3372 0.2500 0.5428 0.064 Uiso 1 2 calc SR
C3 C -0.2646(2) 0.2500 0.65921(19) 0.0545(9) Uani 1 2 d S
C4 C -0.2775(3) 0.2500 0.73685(19) 0.0558(9) Uani 1 2 d S
H4 H -0.2235 0.2500 0.7809 0.067 Uiso 1 2 calc SR
C5 C -0.3687(3) 0.2500 0.74817(17) 0.0504(9) Uani 1 2 d S
C6 C -0.4488(2) 0.2500 0.68327(18) 0.0522(9) Uani 1 2 d S
H6 H -0.5112 0.2500 0.6911 0.063 Uiso 1 2 calc SR
C7 C -0.5265(3) 0.2500 0.53728(18) 0.0589(10) Uani 1 2 d S
C8 C -0.1633(3) 0.2500 0.6466(2) 0.0588(10) Uani 1 2 d S
C9 C -0.3821(3) 0.2500 0.8328(2) 0.0576(10) Uani 1 2 d S
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
C11 N11 C15 113.6(4) . .
N11 C11 C12 124.4(5) . .
C13 C12 C11 121.3(5) . .
C14 C13 C12 114.4(3) . .
C14 C13 C16 118.2(3) . .
C12 C13 C16 127.4(4) . .
C13 C14 C15 120.7(4) . .
N11 C15 C14 125.7(5) . .
C36 C16 C13 130.5(3) . .
C25 N21 C21 116.7(3) . .
N21 C21 C22 123.8(4) . .
C21 C22 C23 120.2(4) . .
C24 C23 C22 116.2(3) . .
C24 C23 C26 116.7(3) . .
C22 C23 C26 127.1(3) . .
C25 C24 C23 120.1(4) . .
N21 C25 C24 123.0(4) . .
C32 C26 C23 131.1(3) . .
O31 C31 C32 120.3(3) . .
O31 C31 C36 120.2(3) . .
C32 C31 C36 119.5(3) . .
C26 C32 C33 125.7(3) . .
C26 C32 C31 115.8(3) . .
C33 C32 C31 118.5(3) . .
C32 C33 C34 111.2(3) . 4_565
C32 C33 C34 111.2(3) . .
C34 C33 C34 58.5(5) 4_565 .
C33 C34 C35 106.3(4) . .
C33 C34 C34 60.7(2) . 4_565
C35 C34 C34 60.6(3) . 4_565
C36 C35 C34 111.7(3) . 4_565
C36 C35 C34 111.7(3) . .
C34 C35 C34 58.8(5) 4_565 .
C16 C36 C35 126.8(3) . .
C16 C36 C31 114.1(3) . .
C35 C36 C31 119.1(3) . .
C2 C1 C6 119.8(3) . .
C2 C1 C7 122.9(3) . .
C6 C1 C7 117.3(3) . .
C1 C2 C3 120.8(3) . .
C2 C3 C4 119.2(3) . .
C2 C3 C8 120.6(3) . .
C4 C3 C8 120.2(3) . .
C5 C4 C3 120.2(3) . .
C4 C5 C6 120.1(3) . .
C4 C5 C9 119.8(3) . .
C6 C5 C9 120.1(3) . .
C5 C6 C1 119.9(3) . .
O1 C7 O2 123.9(3) . .
O1 C7 C1 125.5(3) . .
O2 C7 C1 110.6(3) . .
O4 C8 O3 124.6(3) . .
O4 C8 C3 123.0(3) . .
O3 C8 C3 112.5(3) . .
O5 C9 O6 124.5(3) . .
O5 C9 C5 122.3(4) . .
O6 C9 C5 113.2(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N11 C11 1.329(7) .
N11 C15 1.268(5) .
C11 C12 1.360(6) .
C12 C13 1.340(6) .
C13 C14 1.349(6) .
C13 C16 1.482(4) .
C14 C15 1.377(5) .
C16 C36 1.335(5) .
N21 C25 1.315(6) .
N21 C21 1.315(6) .
C21 C22 1.379(6) .
C22 C23 1.344(5) .
C23 C24 1.392(5) .
C23 C26 1.473(5) .
C24 C25 1.373(5) .
C26 C32 1.329(4) .
O31 C31 1.209(4) .
C31 C32 1.501(5) .
C31 C36 1.509(4) .
C32 C33 1.521(5) .
C33 C34 1.581(7) 4_565
C33 C34 1.581(7) .
C34 C35 1.575(6) .
C34 C34 1.546(14) 4_565
C35 C36 1.492(5) .
C35 C34 1.575(6) 4_565
O1 C7 1.193(4) .
O2 C7 1.332(4) .
O3 C8 1.295(4) .
O4 C8 1.199(4) .
O5 C9 1.191(4) .
O6 C9 1.258(5) .
C1 C2 1.351(5) .
C1 C6 1.397(4) .
C1 C7 1.502(5) .
C2 C3 1.379(5) .
C3 C4 1.398(5) .
C3 C8 1.509(5) .
C4 C5 1.358(5) .
C5 C6 1.376(5) .
C5 C9 1.521(4) .
