#------------------------------------------------------------------------------
#$Date: 2016-06-18 11:57:41 +0300 (Sat, 18 Jun 2016) $
#$Revision: 183718 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/54/31/1543197.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_1543197
loop_
_publ_author_name
'Bhattacharjee, Subham'
'Maiti, Bappa'
'Bhattacharya, Santanu'
_publ_section_title
;
 First report of charge-transfer induced heat-set hydrogel. Structural
 insights and remarkable properties.
;
_journal_issue                   21
_journal_name_full               Nanoscale
_journal_page_first              11224
_journal_page_last               11233
_journal_paper_doi               10.1039/c6nr01128d
_journal_volume                  8
_journal_year                    2016
_chemical_formula_sum            'C21 H12 N3 O3'
_chemical_formula_weight         354.34
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2013
_cell_angle_alpha                90
_cell_angle_beta                 100.740(13)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.5752(18)
_cell_length_b                   25.656(5)
_cell_length_c                   11.692(2)
_cell_measurement_reflns_used    3045
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      19.62
_cell_measurement_theta_min      2.38
_cell_volume                     2232.5(8)
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.962
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0807
_diffrn_reflns_av_unetI/netI     0.0850
_diffrn_reflns_Laue_measured_fraction_full 0.962
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            25125
_diffrn_reflns_point_group_measured_fraction_full 0.962
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         1.587
_exptl_absorpt_coefficient_mu    0.073
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.6402
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction. 
wR2(int) was 0.0920 before and 0.0683 after correction. 
The Ratio of minimum to maximum transmission is 0.8581. 
The λ/2 correction factor is 0.0015.
;
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.054
_exptl_crystal_description       block
_exptl_crystal_F_000             732
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_platon_squeeze_details
;
;
_refine_diff_density_max         0.417
_refine_diff_density_min         -0.346
_refine_diff_density_rms         0.101
_refine_ls_extinction_coef       0.002(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.359
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     245
_refine_ls_number_reflns         3881
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.359
_refine_ls_R_factor_all          0.2061
_refine_ls_R_factor_gt           0.1417
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 w=1/[σ²(Fo²)+(0.2000P)²]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.4057
_refine_ls_wR_factor_ref         0.4303
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1908
_reflns_number_total             3881
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c6nr01128d5.cif
_cod_data_source_block           shelx
_cod_depositor_comments
'Adding full bibliography for 1543197--1543198.cif.'
_cod_original_cell_volume        2232.6(8)
_cod_database_code               1543197
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.986
_shelx_estimated_absorpt_t_max   0.986
_shelxl_version_number           2013-2
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
C0AA C 0.4663(13) 0.5980(4) 0.0058(11) 0.100(4) Uani 1 1 d . .
H0AA H 0.4706 0.6340 0.0254 0.121 Uiso 1 1 calc R U
C1AA C 0.6794(16) 0.5732(4) 0.1964(15) 0.127(5) Uani 1 1 d . .
H1AA H 0.6948 0.6082 0.2225 0.153 Uiso 1 1 calc R U
C2 C 0.2341(18) 0.5178(4) -0.2410(11) 0.123(4) Uani 1 1 d . .
H2 H 0.1654 0.5420 -0.2925 0.148 Uiso 1 1 calc R U
C2AA C 0.7599(14) 0.5340(4) 0.2590(10) 0.105(3) Uani 1 1 d . .
H2AA H 0.8277 0.5446 0.3320 0.126 Uiso 1 1 calc R U
C3AA C 0.3498(12) 0.5309(2) -0.1301(12) 0.106(4) Uani 1 1 d . .
C4AA C 0.3681(17) 0.5855(3) -0.0941(12) 0.111(4) Uani 1 1 d . .
H4AA H 0.3083 0.6120 -0.1437 0.133 Uiso 1 1 calc R U
C6 C 0.5766(16) 0.5610(3) 0.0960(15) 0.120(4) Uani 1 1 d . .
C8 C 0.5530(14) 0.5070(3) 0.0483(9) 0.095(3) Uani 1 1 d . .
C10 C 0.9601(10) 0.1380(3) 0.0568(7) 0.068(2) Uani 1 1 d . .
H10 H 0.9459 0.1149 0.1179 0.082 Uiso 1 1 calc R U
C11 C 0.9352(8) 0.1885(2) 0.0712(5) 0.0495(16) Uani 1 1 d . .
H11 H 0.9029 0.2009 0.1410 0.059 Uiso 1 1 calc R U
C12 C 0.9295(9) 0.2798(2) 0.0057(5) 0.0506(17) Uani 1 1 d . .
C14 C 1.1143(11) 0.3845(2) 0.0632(7) 0.066(2) Uani 1 1 d . .
C15 C 1.1111(9) 0.4426(2) 0.0795(5) 0.0503(17) Uani 1 1 d . .
C16 C 1.2058(11) 0.4666(2) 0.1750(6) 0.062(2) Uani 1 1 d . .
H16 H 1.2755 0.4464 0.2350 0.074 Uiso 1 1 calc R U
C17 C 1.2017(11) 0.5198(2) 0.1856(5) 0.061(2) Uani 1 1 d . .
H17 H 1.2734 0.5357 0.2517 0.074 Uiso 1 1 calc R U
C18 C 1.1004(9) 0.5499(2) 0.1064(5) 0.0513(17) Uani 1 1 d . .
C19 C 1.0962(11) 0.6068(3) 0.1192(7) 0.065(2) Uani 1 1 d . .
C20 C 1.0088(14) 0.2051(2) -0.1149(7) 0.090(3) Uani 1 1 d . .
H20 H 1.0372 0.2274 -0.1738 0.108 Uiso 1 1 calc R U
C21 C 1.0184(10) 0.1490(2) -0.1240(6) 0.0617(19) Uani 1 1 d . .
H21 H 1.0356 0.1349 -0.1962 0.074 Uiso 1 1 calc R U
C22 C 0.9998(8) 0.4720(2) -0.0066(5) 0.0437(15) Uani 1 1 d . .
C27 C 0.9572(9) 0.2243(2) -0.0183(5) 0.0523(17) Uani 1 1 d . .
N2 N 1.0269(9) 0.36485(18) -0.0333(5) 0.0651(18) Uani 1 1 d . .
N7 N 1.0057(9) 0.11741(19) -0.0433(6) 0.0720(18) Uani 1 1 d . .
N8 N 1.0244(11) 0.31088(19) -0.0591(5) 0.090(2) Uani 1 1 d . .
H8 H 1.0794 0.2979 -0.1126 0.108 Uiso 1 1 calc R U
O0AA O 1.1854(9) 0.62976(18) 0.2061(5) 0.0890(19) Uani 1 1 d . .
O1AA O 1.2044(8) 0.35708(17) 0.1401(4) 0.0783(16) Uani 1 1 d . .
O3 O 0.8415(8) 0.29666(15) 0.0712(4) 0.0729(17) 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'
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'
H H 0.0000 0.0000 '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
C4AA C0AA C6 127.4(11) . .
C4AA C0AA H0AA 116.3 . .
C6 C0AA H0AA 116.3 . .
C6 C1AA C2AA 116.6(9) . .
C6 C1AA H1AA 121.7 . .
C2AA C1AA H1AA 121.7 . .
C2AA C2 C3AA 109.5(10) 3_665 .
C2AA C2 H2 125.2 3_665 .
C3AA C2 H2 125.2 . .
C1AA C2AA C2 133.5(12) . 3_665
C1AA C2AA H2AA 113.3 . .
C2 C2AA H2AA 113.3 3_665 .
C4AA C3AA C8 116.1(11) . 3_665
C4AA C3AA C2 119.0(10) . .
C8 C3AA C2 124.9(7) 3_665 .
C0AA C4AA C3AA 120.1(12) . .
C0AA C4AA H4AA 120.0 . .
C3AA C4AA H4AA 120.0 . .
C1AA C6 C8 124.1(10) . .
C1AA C6 C0AA 128.2(11) . .
C8 C6 C0AA 107.7(12) . .
C8 C8 C3AA 122.4(10) 3_665 3_665
C8 C8 C6 126.1(13) 3_665 .
C3AA C8 C6 111.3(10) 3_665 .
C11 C10 N7 123.0(7) . .
C11 C10 H10 118.5 . .
N7 C10 H10 118.5 . .
C10 C11 C27 119.9(6) . .
C10 C11 H11 120.1 . .
C27 C11 H11 120.1 . .
O3 C12 N8 123.5(6) . .
O3 C12 C27 126.3(6) . .
N8 C12 C27 110.2(6) . .
O1AA C14 N2 122.0(6) . .
O1AA C14 C15 119.4(8) . .
N2 C14 C15 118.5(6) . .
C16 C15 C22 119.9(6) . .
C16 C15 C14 122.4(6) . .
C22 C15 C14 117.6(6) . .
C15 C16 C17 120.6(6) . .
C15 C16 H16 119.7 . .
C17 C16 H16 119.7 . .
C18 C17 C16 122.2(7) . .
C18 C17 H17 118.9 . .
C16 C17 H17 118.9 . .
C17 C18 C22 120.2(6) . 3_765
C17 C18 C19 121.7(7) . .
C22 C18 C19 118.1(6) 3_765 .
O0AA C19 N2 120.6(6) . 3_765
O0AA C19 C18 122.0(7) . .
N2 C19 C18 117.1(7) 3_765 .
C27 C20 C21 116.7(6) . .
C27 C20 H20 121.6 . .
C21 C20 H20 121.6 . .
N7 C21 C20 125.0(6) . .
N7 C21 H21 117.5 . .
C20 C21 H21 117.5 . .
C18 C22 C15 123.0(6) 3_765 .
C18 C22 C22 118.9(7) 3_765 3_765
C15 C22 C22 117.9(7) . 3_765
C20 C27 C11 118.0(6) . .
C20 C27 C12 125.7(6) . .
C11 C27 C12 116.2(5) . .
C14 N2 N8 123.3(6) . .
C14 N2 C19 124.8(6) . 3_765
N8 N2 C19 111.5(6) . 3_765
C21 N7 C10 116.9(5) . .
C12 N8 N2 115.7(6) . .
C12 N8 H8 122.1 . .
N2 N8 H8 122.1 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C0AA C4AA 1.303(14) .
C0AA C6 1.543(16) .
C0AA H0AA 0.9500 .
C1AA C6 1.319(17) .
C1AA C2AA 1.323(16) .
C1AA H1AA 0.9500 .
C2 C2AA 1.346(14) 3_665
C2 C3AA 1.463(15) .
C2 H2 0.9500 .
C2AA C2 1.346(14) 3_665
C2AA H2AA 0.9500 .
C3AA C4AA 1.462(12) .
C3AA C8 1.463(15) 3_665
C4AA H4AA 0.9500 .
C6 C8 1.493(14) .
C8 C8 1.31(2) 3_665
C8 C3AA 1.463(15) 3_665
C10 C11 1.324(8) .
C10 N7 1.385(9) .
C10 H10 0.9500 .
C11 C27 1.425(8) .
C11 H11 0.9500 .
C12 O3 1.187(7) .
C12 N8 1.389(8) .
C12 C27 1.474(9) .
C14 O1AA 1.242(8) .
C14 N2 1.300(10) .
C14 C15 1.502(9) .
C15 C16 1.357(9) .
C15 C22 1.407(8) .
C16 C17 1.370(9) .
C16 H16 0.9500 .
C17 C18 1.334(9) .
C17 H17 0.9500 .
C18 C22 1.387(8) 3_765
C18 C19 1.468(9) .
C19 O0AA 1.257(9) .
C19 N2 1.434(10) 3_765
C20 C27 1.355(9) .
C20 C21 1.444(9) .
C20 H20 0.9500 .
C21 N7 1.262(8) .
C21 H21 0.9500 .
C22 C18 1.387(8) 3_765
C22 C22 1.443(11) 3_765
N2 N8 1.416(7) .
N2 C19 1.434(10) 3_765
N8 H8 0.8800 .
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
C6 C1AA C2AA C2 2.7(19) . 3_665
C2AA C2 C3AA C4AA 178.2(8) 3_665 .
C2AA C2 C3AA C8 -3.7(13) 3_665 3_665
C6 C0AA C4AA C3AA 1.7(14) . .
C8 C3AA C4AA C0AA -0.1(12) 3_665 .
C2 C3AA C4AA C0AA 178.1(9) . .
C2AA C1AA C6 C8 -2.5(16) . .
C2AA C1AA C6 C0AA 179.6(8) . .
C4AA C0AA C6 C1AA 178.6(11) . .
C4AA C0AA C6 C8 0.5(12) . .
C1AA C6 C8 C8 176.9(12) . 3_665
C0AA C6 C8 C8 -4.9(15) . 3_665
C1AA C6 C8 C3AA 3.2(13) . 3_665
C0AA C6 C8 C3AA -178.6(7) . 3_665
N7 C10 C11 C27 -0.6(11) . .
O1AA C14 C15 C16 1.0(9) . .
N2 C14 C15 C16 -176.6(6) . .
O1AA C14 C15 C22 -176.6(6) . .
N2 C14 C15 C22 5.8(9) . .
C22 C15 C16 C17 -3.6(9) . .
C14 C15 C16 C17 178.9(6) . .
C15 C16 C17 C18 2.8(10) . .
C16 C17 C18 C22 -2.8(10) . 3_765
C16 C17 C18 C19 179.5(6) . .
C17 C18 C19 O0AA -1.1(10) . .
C22 C18 C19 O0AA -178.8(6) 3_765 .
C17 C18 C19 N2 -175.7(6) . 3_765
C22 C18 C19 N2 6.6(8) 3_765 3_765
C27 C20 C21 N7 -9.8(13) . .
C16 C15 C22 C18 179.9(6) . 3_765
C14 C15 C22 C18 -2.5(8) . 3_765
C16 C15 C22 C22 4.2(9) . 3_765
C14 C15 C22 C22 -178.1(6) . 3_765
C21 C20 C27 C11 6.5(12) . .
C21 C20 C27 C12 -176.7(7) . .
C10 C11 C27 C20 -2.0(10) . .
C10 C11 C27 C12 -179.2(6) . .
O3 C12 C27 C20 158.6(8) . .
N8 C12 C27 C20 -22.3(10) . .
O3 C12 C27 C11 -24.5(10) . .
N8 C12 C27 C11 154.7(6) . .
O1AA C14 N2 N8 0.8(11) . .
C15 C14 N2 N8 178.4(6) . .
O1AA C14 N2 C19 172.2(6) . 3_765
C15 C14 N2 C19 -10.2(10) . 3_765
C20 C21 N7 C10 7.3(12) . .
C11 C10 N7 C21 -2.0(11) . .
O3 C12 N8 N2 6.7(11) . .
C27 C12 N8 N2 -172.5(6) . .
C14 N2 N8 C12 70.0(10) . .
C19 N2 N8 C12 -102.3(7) 3_765 .
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 -0.247 0.011 -0.022 802 300 ' '
