#------------------------------------------------------------------------------
#$Date: 2016-03-26 18:14:25 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180418 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/87/7208753.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_7208753
loop_
_publ_author_name
'Jana, Poulami'
'Maity, Sibaprasad'
'Maity, Suman Kumar'
'Ghorai, Pradip Kumar'
'Haldar, Debasish'
_publ_section_title
;
 Insights into H-aggregates and CH⋯O hydrogen bond mediated
 self-assembly of pyromellitic bisimide
;
_journal_issue                   20
_journal_name_full               CrystEngComm
_journal_page_first              6586
_journal_paper_doi               10.1039/c2ce25778e
_journal_volume                  14
_journal_year                    2012
_chemical_absolute_configuration syn
_chemical_formula_moiety         'C30 H24 N2 O8'
_chemical_formula_sum            'C30 H24 N2 O8'
_chemical_formula_weight         540.51
_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                 108.237(15)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   13.218(4)
_cell_length_b                   5.8309(18)
_cell_length_c                   18.241(6)
_cell_measurement_reflns_used    2709
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      21.02
_cell_measurement_theta_min      2.35
_cell_volume                     1335.3(7)
_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 0.999
_diffrn_measured_fraction_theta_max 0.999
_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  0.0639
_diffrn_reflns_av_sigmaI/netI    0.0372
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            12185
_diffrn_reflns_theta_full        21.23
_diffrn_reflns_theta_max         21.23
_diffrn_reflns_theta_min         1.62
_exptl_absorpt_coefficient_mu    0.099
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.344
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       cubic
_exptl_crystal_F_000             564
_exptl_crystal_size_max          0.434
_exptl_crystal_size_mid          0.083
_exptl_crystal_size_min          0.071
_refine_diff_density_max         0.142
_refine_diff_density_min         -0.180
_refine_diff_density_rms         0.034
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     182
_refine_ls_number_reflns         1475
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.052
_refine_ls_R_factor_all          0.0568
_refine_ls_R_factor_gt           0.0372
_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)+(0.0376P)²+0.5991P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0851
_refine_ls_wR_factor_ref         0.0983
_reflns_number_gt                1130
_reflns_number_total             1475
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2ce25778e.txt
_cod_data_source_block           jp-1
_cod_original_cell_volume        1335.2(7)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7208753
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
O1 O 0.49808(17) 0.3316(4) 0.42485(12) 0.0743(7) Uani 1 1 d .
O3 O 0.88562(14) 0.4975(3) 0.58024(11) 0.0534(5) Uani 1 1 d .
O4 O 0.64259(16) 0.4004(3) 0.38910(11) 0.0613(6) Uani 1 1 d .
C1 C 0.8724(3) 0.1926(8) 0.7925(2) 0.0856(12) Uani 1 1 d .
H1 H 0.9265 0.2029 0.8395 0.103 Uiso 1 1 calc R
C2 C 0.8004(3) 0.3635(6) 0.76981(19) 0.0765(10) Uani 1 1 d .
H2 H 0.8040 0.4900 0.8016 0.092 Uiso 1 1 calc R
C3 C 0.7222(2) 0.3509(6) 0.70033(17) 0.0614(9) Uani 1 1 d .
H3 H 0.6741 0.4714 0.6852 0.074 Uiso 1 1 calc R
C4 C 0.7125(2) 0.1658(5) 0.65200(16) 0.0504(8) Uani 1 1 d .
C5 C 0.6311(2) 0.1667(5) 0.57307(16) 0.0564(8) Uani 1 1 d .
H5A H 0.5648 0.2313 0.5759 0.068 Uiso 1 1 calc R
H5B H 0.6173 0.0108 0.5540 0.068 Uiso 1 1 calc R
C6 C 0.6716(2) 0.3074(5) 0.51851(15) 0.0474(7) Uani 1 1 d .
H6 H 0.6873 0.4604 0.5415 0.057 Uiso 1 1 calc R
N1 N 0.77167(16) 0.2174(4) 0.51320(12) 0.0418(6) Uani 1 1 d .
C8 C 0.7789(2) 0.0155(5) 0.47491(15) 0.0458(7) Uani 1 1 d .
C9 C 0.89324(19) -0.0158(4) 0.48329(14) 0.0376(7) Uani 1 1 d .
C10 C 1.0572(2) 0.1875(5) 0.54470(14) 0.0423(7) Uani 1 1 d .
H10 H 1.0946 0.3090 0.5739 0.051 Uiso 1 1 calc R
C11 C 0.9480(2) 0.1660(4) 0.52622(14) 0.0361(7) Uani 1 1 d .
C12 C 0.8697(2) 0.3190(5) 0.54530(15) 0.0403(7) Uani 1 1 d .
C13 C 0.7842(3) -0.0107(6) 0.6758(2) 0.0712(9) Uani 1 1 d .
H13 H 0.7786 -0.1402 0.6450 0.085 Uiso 1 1 calc R
C14 C 0.8658(3) 0.0047(8) 0.7465(2) 0.0876(12) Uani 1 1 d .
H14 H 0.9155 -0.1130 0.7620 0.105 Uiso 1 1 calc R
C15 C 0.5923(3) 0.3412(5) 0.43900(17) 0.0500(8) Uani 1 1 d .
C16 C 0.5782(3) 0.4739(7) 0.31429(17) 0.0927(12) Uani 1 1 d .
H16A H 0.5261 0.3583 0.2916 0.139 Uiso 1 1 calc R
H16B H 0.6224 0.4983 0.2821 0.139 Uiso 1 1 calc R
H16C H 0.5428 0.6144 0.3189 0.139 Uiso 1 1 calc R
O2 O 0.70466(15) -0.1043(3) 0.44130(12) 0.0648(6) 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
C15 O4 C16 117.1(2) .
C2 C1 C14 120.0(3) .
C2 C1 H1 120.0 .
C14 C1 H1 120.0 .
C1 C2 C3 120.1(4) .
C1 C2 H2 119.9 .
C3 C2 H2 119.9 .
C2 C3 C4 122.0(3) .
C2 C3 H3 119.0 .
C4 C3 H3 119.0 .
C13 C4 C3 118.0(3) .
C13 C4 C5 121.4(3) .
C3 C4 C5 120.4(3) .
C4 C5 C6 109.7(2) .
C4 C5 H5A 109.7 .
C6 C5 H5A 109.7 .
C4 C5 H5B 109.7 .
C6 C5 H5B 109.7 .
H5A C5 H5B 108.2 .
N1 C6 C5 111.4(2) .
N1 C6 C15 110.8(2) .
C5 C6 C15 114.8(2) .
N1 C6 H6 106.4 .
C5 C6 H6 106.4 .
C15 C6 H6 106.4 .
C12 N1 C8 112.0(2) .
C12 N1 C6 124.8(2) .
C8 N1 C6 123.2(2) .
O2 C8 N1 125.1(2) .
O2 C8 C9 128.6(3) .
N1 C8 C9 106.4(2) .
C10 C9 C11 122.8(2) 3_756
C10 C9 C8 129.7(2) 3_756
C11 C9 C8 107.5(2) .
C9 C10 C11 115.1(2) 3_756
C9 C10 H10 122.4 3_756
C11 C10 H10 122.4 .
C9 C11 C10 122.0(2) .
C9 C11 C12 108.3(2) .
C10 C11 C12 129.7(2) .
O3 C12 N1 125.6(2) .
O3 C12 C11 128.6(2) .
N1 C12 C11 105.8(2) .
C4 C13 C14 119.9(3) .
C4 C13 H13 120.0 .
C14 C13 H13 120.0 .
C1 C14 C13 120.0(3) .
C1 C14 H14 120.0 .
C13 C14 H14 120.0 .
O1 C15 O4 125.2(3) .
O1 C15 C6 124.4(3) .
O4 C15 C6 110.2(3) .
O4 C16 H16A 109.5 .
O4 C16 H16B 109.5 .
H16A C16 H16B 109.5 .
O4 C16 H16C 109.5 .
H16A C16 H16C 109.5 .
H16B C16 H16C 109.5 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C15 1.191(3) .
O3 C12 1.204(3) .
O4 C15 1.330(3) .
O4 C16 1.430(3) .
C1 C2 1.351(5) .
C1 C14 1.367(5) .
C1 H1 0.9300 .
C2 C3 1.363(4) .
C2 H2 0.9300 .
C3 C4 1.374(4) .
C3 H3 0.9300 .
C4 C13 1.374(4) .
C4 C5 1.504(4) .
C5 C6 1.512(4) .
C5 H5A 0.9700 .
C5 H5B 0.9700 .
C6 N1 1.454(3) .
C6 C15 1.513(4) .
C6 H6 0.9800 .
N1 C12 1.378(3) .
N1 C8 1.387(3) .
C8 O2 1.204(3) .
C8 C9 1.482(4) .
C9 C10 1.379(3) 3_756
C9 C11 1.381(3) .
C10 C9 1.379(3) 3_756
C10 C11 1.382(3) .
C10 H10 0.9300 .
C11 C12 1.488(4) .
C13 C14 1.402(5) .
C13 H13 0.9300 .
C14 H14 0.9300 .
C16 H16A 0.9600 .
C16 H16B 0.9600 .
C16 H16C 0.9600 .
