#------------------------------------------------------------------------------
#$Date: 2016-03-26 03:11:52 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180172 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/68/7106825.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_7106825
loop_
_publ_author_name
'Bappaditya Gole'
'Sankarasekaran Shanmugaraju'
'Arun Kumar Bar'
'Partha Sarathi Mukherjee'
_publ_section_title
;
 Supramolecular polymer for explosives sensing: role of H-bonding in
 enhancement of sensitivity in the solid state
;
_journal_name_full               Chem.Commun.
_journal_page_first              10046
_journal_paper_doi               10.1039/c1cc13925h
_journal_volume                  47
_journal_year                    2011
_chemical_formula_moiety         'C17 H9 O4, C4 H9 N O'
_chemical_formula_sum            'C21 H18 N O5'
_chemical_formula_weight         364.36
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 93.758(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   6.6344(12)
_cell_length_b                   14.612(3)
_cell_length_c                   19.350(4)
_cell_measurement_temperature    150(2)
_cell_volume                     1871.8(6)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 0.3
_diffrn_measured_fraction_theta_full 0.969
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scan'
_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  0.1261
_diffrn_reflns_av_sigmaI/netI    0.1574
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            16040
_diffrn_reflns_theta_full        28.12
_diffrn_reflns_theta_max         28.12
_diffrn_reflns_theta_min         1.75
_exptl_absorpt_coefficient_mu    0.093
_exptl_absorpt_correction_T_max  0.709
_exptl_absorpt_correction_T_min  0.658
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.293
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'block shape'
_exptl_crystal_F_000             1142
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.28
_refine_diff_density_max         0.361
_refine_diff_density_min         -0.222
_refine_diff_density_rms         0.055
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     280
_refine_ls_number_reflns         4430
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.075
_refine_ls_R_factor_all          0.2765
_refine_ls_R_factor_gt           0.1349
_refine_ls_shift/su_max          0.039
_refine_ls_shift/su_mean         0.003
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1035P)²+0.4352P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2389
_refine_ls_wR_factor_ref         0.3020
_reflns_number_gt                1740
_reflns_number_total             4430
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            c1cc13925h.txt
_cod_data_source_block           complex-1
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7106825
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.1411(8) 0.3726(4) 0.8646(3) 0.0405(13) Uani 1 1 d . . .
C2 C 0.9312(7) 0.4176(3) 1.0292(2) 0.0344(12) Uani 1 1 d . . .
O4 O -0.3458(6) 0.3205(3) 0.7804(2) 0.0640(13) Uani 1 1 d . . .
C4 C -0.0356(7) 0.3264(3) 0.8471(3) 0.0374(12) Uani 1 1 d . . .
C5 C 0.2491(7) 0.2543(4) 0.9431(3) 0.0435(14) Uani 1 1 d . . .
C6 C 1.1260(7) 0.4538(3) 1.0515(3) 0.0373(13) Uani 1 1 d . . .
C7 C 0.4685(7) 0.3865(3) 0.9335(3) 0.0398(13) Uani 1 1 d . . .
C8 C 0.6209(8) 0.4235(3) 0.9537(3) 0.0420(13) Uani 1 1 d . . .
C9 C -0.0696(8) 0.2431(4) 0.8776(3) 0.0432(14) Uani 1 1 d . . .
C10 C 0.8095(7) 0.4634(3) 0.9778(2) 0.0345(12) Uani 1 1 d . . .
O1 O 0.1755(6) 0.0837(3) 0.9984(3) 0.0845(16) Uani 1 1 d . . .
C12 C 0.0733(7) 0.2062(3) 0.9256(3) 0.0447(14) Uani 1 1 d . . .
O2 O -0.1295(6) 0.0772(3) 0.9448(3) 0.0966(19) Uani 1 1 d . . .
C14 C 1.2472(10) 0.4042(4) 1.1012(3) 0.0547(16) Uani 1 1 d . . .
C15 C 0.0386(9) 0.1167(4) 0.9591(3) 0.0610(18) Uani 1 1 d . . .
C16 C 0.2862(7) 0.3380(3) 0.9132(3) 0.0385(13) Uani 1 1 d . . .
C17 C -0.1860(9) 0.3697(4) 0.7960(3) 0.0511(15) Uani 1 1 d . . .
O3 O -0.1597(6) 0.4450(3) 0.7729(2) 0.0790(15) Uani 1 1 d . . .
C19 C 0.8707(9) 0.3353(4) 1.0608(3) 0.0508(16) Uani 1 1 d . . .
C20 C 1.1841(11) 0.3262(5) 1.1288(4) 0.070(2) Uani 1 1 d . . .
C21 C 0.9910(10) 0.2910(5) 1.1090(3) 0.068(2) Uani 1 1 d . . .
H5 H 0.941(8) 0.231(4) 1.131(3) 0.079(19) Uiso 1 1 d . . .
H1 H -0.187(6) 0.214(3) 0.8675(19) 0.016(11) Uiso 1 1 d . . .
H4 H 0.748(7) 0.314(3) 1.046(3) 0.052(16) Uiso 1 1 d . . .
H2 H 0.342(6) 0.227(3) 0.977(2) 0.036(13) Uiso 1 1 d . . .
H6 H 1.259(8) 0.297(4) 1.163(3) 0.064(18) Uiso 1 1 d . . .
H8 H -0.411(11) 0.357(5) 0.747(4) 0.12(3) Uiso 1 1 d . . .
O10 O 0.8758(8) 0.0985(4) 0.1965(3) 0.1030(19) Uani 1 1 d . . .
C51 C 0.8929(12) -0.0638(6) 0.2506(4) 0.111(3) Uani 1 1 d . . .
H51A H 0.8728 -0.1264 0.2636 0.167 Uiso 1 1 calc R . .
H51B H 0.8872 -0.0253 0.2906 0.167 Uiso 1 1 calc R . .
H51C H 1.0226 -0.0576 0.2318 0.167 Uiso 1 1 calc R . .
C50 C 0.5437(11) -0.0948(5) 0.1782(5) 0.119(3) Uani 1 1 d . . .
H50A H 0.5723 -0.1526 0.2002 0.179 Uiso 1 1 calc R . .
H50B H 0.5208 -0.1037 0.1291 0.179 Uiso 1 1 calc R . .
H50C H 0.4253 -0.0685 0.1962 0.179 Uiso 1 1 calc R . .
C53 C 0.5658(13) 0.0750(7) 0.1209(5) 0.131(4) Uani 1 1 d D . .
H53A H 0.5895 0.1376 0.1087 0.197 Uiso 1 1 calc R . .
H53B H 0.4366 0.0700 0.1402 0.197 Uiso 1 1 calc R . .
H53C H 0.5677 0.0374 0.0803 0.197 Uiso 1 1 calc R . .
N1 N 0.7146(14) -0.0333(7) 0.1918(6) 0.168(5) Uani 1 1 d . . .
C52 C 0.7521(19) 0.0393(8) 0.1811(6) 0.145(5) Uani 1 1 d D . .
H11 H 0.163(7) 0.424(3) 0.847(2) 0.030(14) Uiso 1 1 d . . .
H9 H 1.370(8) 0.431(4) 1.114(3) 0.069(19) Uiso 1 1 d . . .
H10 H -0.156(13) 0.004(7) 0.972(5) 0.19(4) 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'
Cd Cd -0.8075 1.2024 '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
_geom_angle_publ_flag
C4 C1 C16 121.8(5) . . ?
C10 C2 C19 122.8(4) . . ?
C10 C2 C6 120.0(4) . . ?
C19 C2 C6 117.3(5) . . ?
C9 C4 C1 119.3(5) . . ?
C9 C4 C17 122.3(5) . . ?
C1 C4 C17 118.3(5) . . ?
C12 C5 C16 121.2(5) . . ?
C14 C6 C10 122.6(5) . 3_767 ?
C14 C6 C2 118.4(5) . . ?
C10 C6 C2 119.0(5) 3_767 . ?
C8 C7 C16 176.1(6) . . ?
C7 C8 C10 176.9(6) . . ?
C4 C9 C12 120.3(5) . . ?
C6 C10 C2 121.0(4) 3_767 . ?
C6 C10 C8 119.9(5) 3_767 . ?
C2 C10 C8 119.0(4) . . ?
C5 C12 C9 119.5(5) . . ?
C5 C12 C15 119.5(5) . . ?
C9 C12 C15 121.0(5) . . ?
C20 C14 C6 122.0(6) . . ?
O1 C15 O2 123.5(6) . . ?
O1 C15 C12 118.8(5) . . ?
O2 C15 C12 117.7(6) . . ?
C5 C16 C1 118.0(5) . . ?
C5 C16 C7 119.5(5) . . ?
C1 C16 C7 122.5(5) . . ?
O3 C17 O4 123.7(6) . . ?
O3 C17 C4 121.6(5) . . ?
O4 C17 C4 114.7(6) . . ?
C21 C19 C2 122.1(5) . . ?
C14 C20 C21 120.3(7) . . ?
C19 C21 C20 119.9(6) . . ?
C52 N1 C50 137.4(15) . . ?
C52 N1 C51 103.1(11) . . ?
C50 N1 C51 118.2(10) . . ?
N1 C52 O10 142.0(16) . . ?
N1 C52 C53 104.8(12) . . ?
O10 C52 C53 113.2(9) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C4 1.375(7) . ?
C1 C16 1.396(7) . ?
C2 C10 1.409(6) . ?
C2 C19 1.418(7) . ?
C2 C6 1.436(6) . ?
O4 C17 1.301(6) . ?
C4 C9 1.377(7) . ?
C4 C17 1.499(7) . ?
C5 C12 1.385(7) . ?
C5 C16 1.381(7) . ?
C6 C14 1.412(7) . ?
C6 C10 1.415(7) 3_767 ?
C7 C8 1.190(6) . ?
C7 C16 1.434(6) . ?
C8 C10 1.431(6) . ?
C9 C12 1.392(7) . ?
C10 C6 1.415(7) 3_767 ?
O1 C15 1.244(6) . ?
C12 C15 1.483(7) . ?
O2 C15 1.270(6) . ?
C14 C20 1.338(8) . ?
C17 O3 1.204(6) . ?
C19 C21 1.352(8) . ?
C20 C21 1.410(9) . ?
O10 C52 1.215(10) . ?
C51 N1 1.649(12) . ?
C50 N1 1.457(9) . ?
C53 C52 1.723(14) . ?
N1 C52 1.112(12) . ?
