#------------------------------------------------------------------------------
#$Date: 2016-03-21 01:21:50 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178377 $
#$URL: svn://www.crystallography.net/cod/cif/4/00/14/4001453.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_4001453
loop_
_publ_author_name
'Kim, Tae Ho'
'Seo, Joobeom'
'Lee, Soo Jin'
'Lee, Shim Sung'
'Kim, Jineun'
'Jung, Jong Hwa'
_publ_section_title
;
 Strongly Fluorescent Hydrogel as a Blue-Emitting Nanomaterial: An
 Approach toward Understanding Fluorescence−Structure Relationship
;
_journal_issue                   24
_journal_name_full               'Chemistry of Materials'
_journal_page_first              5815
_journal_paper_doi               10.1021/cm701880e
_journal_volume                  19
_journal_year                    2007
_chemical_formula_sum            'C18 H18 N7 O9'
_chemical_formula_weight         476.39
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXTL
_cell_angle_alpha                110.96(3)
_cell_angle_beta                 100.17(3)
_cell_angle_gamma                94.53(3)
_cell_formula_units_Z            2
_cell_length_a                   8.9200(18)
_cell_length_b                   11.111(2)
_cell_length_c                   11.748(2)
_cell_measurement_temperature    100(2)
_cell_volume                     1057.3(4)
_computing_cell_refinement       'Bruker Proteum2'
_computing_data_collection       'Bruker Proteum2'
_computing_data_reduction        'Bruker Proteum2'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.861
_diffrn_measured_fraction_theta_max 0.861
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi scans'
_diffrn_radiation_monochromator  'platinum coated double crystal'
_diffrn_radiation_source         PAL
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.82657
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0384
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            2865
_diffrn_reflns_theta_full        23.99
_diffrn_reflns_theta_max         23.99
_diffrn_reflns_theta_min         1.90
_exptl_absorpt_coefficient_mu    0.123
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.496
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             494
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.20
_refine_diff_density_max         1.500
_refine_diff_density_min         -0.816
_refine_diff_density_rms         0.198
_refine_ls_extinction_coef       0.53(13)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   2.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     326
_refine_ls_number_reflns         2865
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      2.030
_refine_ls_R_factor_all          0.1455
_refine_ls_R_factor_gt           0.1307
_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)+(0.2000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3780
_refine_ls_wR_factor_ref         0.4041
_reflns_number_gt                2584
_reflns_number_total             2865
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cm701880e-file003.cif
_cod_data_source_block           Compound1HNO3
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        1057.4(4)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4001453
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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
O1 O 0.9630(4) 0.9106(4) 1.0964(4) 0.0449(12) Uani 1 1 d .
O2 O 0.1653(4) 0.8967(4) 0.6680(4) 0.0407(12) Uani 1 1 d .
O3 O 0.6458(4) 0.3541(3) 1.4977(4) 0.0396(11) Uani 1 1 d .
O4 O 0.6209(4) 0.4491(3) 1.3650(3) 0.0375(11) Uani 1 1 d .
O5 O 0.8488(3) 0.4444(3) 1.4624(3) 0.0342(11) Uani 1 1 d .
O6 O 0.7144(9) 0.9054(7) 0.4344(7) 0.116(3) Uani 1 1 d .
O7 O 0.4284(9) 0.9318(16) 0.4095(12) 0.126(6) Uani 0.50 1 d P
O8 O 1.1916(7) 0.6465(5) 0.9797(5) 0.085(2) Uani 1 1 d .
N1 N 1.0167(4) 0.6586(4) 1.3652(4) 0.0362(12) Uani 1 1 d .
H1A H 1.0509 0.6217 1.4155 0.043 Uiso 1 1 calc R
N2 N 0.7123(4) 0.8150(4) 1.0558(4) 0.0326(12) Uani 1 1 d .
H2A H 0.6522 0.7661 1.0768 0.039 Uiso 1 1 calc R
N3 N 0.4911(4) 0.8174(4) 0.9255(4) 0.0286(11) Uani 1 1 d .
N4 N 0.2523(4) 0.8073(3) 0.8094(4) 0.0301(11) Uani 1 1 d .
H4A H 0.2231 0.7577 0.8458 0.036 Uiso 1 1 calc R
N5 N -0.3215(4) 0.6583(4) 0.6666(4) 0.0339(12) Uani 1 1 d .
H5A H -0.4152 0.6208 0.6502 0.041 Uiso 1 1 calc R
N6 N 0.7044(4) 0.4144(3) 1.4414(4) 0.0300(12) Uani 1 1 d .
N7 N 0.5704(12) 0.9363(11) 0.4556(11) 0.060(3) Uani 0.50 1 d P
N8 N 1.0755(9) 0.5575(8) 1.0017(8) 0.037(2) Uani 0.50 1 d P
C1 C 1.0486(5) 0.8267(5) 1.2908(5) 0.0404(14) Uani 1 1 d .
H1B H 1.1065 0.9023 1.2952 0.049 Uiso 1 1 calc R
C2 C 1.0999(5) 0.7666(6) 1.3703(5) 0.0430(15) Uani 1 1 d .
H2B H 1.1931 0.8011 1.4283 0.052 Uiso 1 1 calc R
C3 C 0.8827(5) 0.6066(5) 1.2845(5) 0.0356(13) Uani 1 1 d .
H3B H 0.8263 0.5328 1.2849 0.043 Uiso 1 1 calc R
C4 C 0.8254(5) 0.6616(5) 1.1991(5) 0.0360(13) Uani 1 1 d .
H4B H 0.7330 0.6235 1.1409 0.043 Uiso 1 1 calc R
C5 C 0.9092(5) 0.7744(5) 1.2029(5) 0.0367(13) Uani 1 1 d .
C6 C 0.8638(5) 0.8396(5) 1.1142(5) 0.0335(13) Uani 1 1 d .
C7 C 0.6423(5) 0.8606(4) 0.9644(5) 0.0301(12) Uani 1 1 d .
C8 C 0.7208(5) 0.9419(4) 0.9197(5) 0.0324(13) Uani 1 1 d .
H8A H 0.8261 0.9710 0.9493 0.039 Uiso 1 1 calc R
C9 C 0.6366(5) 0.9769(4) 0.8306(5) 0.0327(13) Uani 1 1 d .
H9A H 0.6857 1.0301 0.7983 0.039 Uiso 1 1 calc R
C10 C 0.4784(5) 0.9343(4) 0.7875(5) 0.0311(12) Uani 1 1 d .
H10A H 0.4206 0.9581 0.7271 0.037 Uiso 1 1 calc R
C11 C 0.4115(5) 0.8554(4) 0.8383(5) 0.0280(12) Uani 1 1 d .
C12 C 0.1410(5) 0.8326(4) 0.7291(5) 0.0312(13) Uani 1 1 d .
C13 C -0.0228(5) 0.7694(4) 0.7140(5) 0.0303(13) Uani 1 1 d .
C14 C -0.0661(5) 0.6975(5) 0.7793(5) 0.0350(14) Uani 1 1 d .
H14A H 0.0062 0.6859 0.8404 0.042 Uiso 1 1 calc R
C15 C -0.2192(5) 0.6423(5) 0.7530(5) 0.0357(13) Uani 1 1 d .
H15A H -0.2498 0.5934 0.7971 0.043 Uiso 1 1 calc R
C16 C -0.2846(5) 0.7313(4) 0.6029(5) 0.0342(13) Uani 1 1 d .
H16A H -0.3604 0.7432 0.5442 0.041 Uiso 1 1 calc R
C17 C -0.1337(5) 0.7885(5) 0.6248(5) 0.0334(13) Uani 1 1 d .
H17A H -0.1066 0.8388 0.5809 0.040 Uiso 1 1 calc R
O9 O 1.0843(9) 0.4854(7) 1.0653(6) 0.045(2) Uani 0.50 1 d P
O10 O 0.4789(4) 0.7055(6) 0.1515(6) 0.082(2) Uani 1 1 d .
C18 C 0.4550(10) 0.6381(18) 0.2163(14) 0.175(8) Uani 1 1 d .
H18A H 0.5520 0.6270 0.2589 0.210 Uiso 1 1 calc R
H18B H 0.3974 0.5542 0.1624 0.210 Uiso 1 1 calc R
H18C H 0.3978 0.6823 0.2766 0.210 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_1
_geom_angle_site_symmetry_3
N7 O7 N7 86.6(10) . 2_676
C3 N1 C2 121.8(4) . .
C6 N2 C7 127.4(4) . .
C7 N3 C11 117.5(4) . .
C12 N4 C11 125.9(4) . .
C15 N5 C16 122.2(4) . .
O3 N6 O4 120.4(4) . .
O3 N6 O5 120.6(4) . .
O4 N6 O5 118.9(4) . .
O7 N7 O6 147.8(13) . .
O7 N7 O7 93.4(10) . 2_676
O6 N7 O7 116.2(8) . 2_676
O9 N8 O9 99.5(6) . 2_767
O9 N8 O8 133.8(7) . .
O9 N8 O8 126.2(6) 2_767 .
O9 N8 N8 54.1(6) . 2_767
O9 N8 N8 45.4(4) 2_767 2_767
O8 N8 N8 169.6(9) . 2_767
C2 C1 C5 119.9(5) . .
N1 C2 C1 120.3(4) . .
N1 C3 C4 120.8(4) . .
C5 C4 C3 118.6(4) . .
C4 C5 C1 118.5(4) . .
C4 C5 C6 123.9(4) . .
C1 C5 C6 117.5(4) . .
O1 C6 N2 123.8(4) . .
O1 C6 C5 119.4(4) . .
N2 C6 C5 116.8(4) . .
N3 C7 C8 123.4(4) . .
N3 C7 N2 112.1(4) . .
C8 C7 N2 124.4(4) . .
C9 C8 C7 117.4(4) . .
C8 C9 C10 121.2(4) . .
C11 C10 C9 117.0(4) . .
N3 C11 C10 123.6(4) . .
N3 C11 N4 111.6(4) . .
C10 C11 N4 124.8(4) . .
O2 C12 N4 124.5(4) . .
O2 C12 C13 119.5(4) . .
N4 C12 C13 115.9(4) . .
C14 C13 C17 119.6(4) . .
C14 C13 C12 125.3(4) . .
C17 C13 C12 115.1(4) . .
C13 C14 C15 119.1(4) . .
N5 C15 C14 120.6(5) . .
N5 C16 C17 119.8(4) . .
C16 C17 C13 118.7(4) . .
N8 O9 N8 80.5(6) . 2_767
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C6 1.234(6) .
O2 C12 1.211(6) .
O3 N6 1.243(5) .
O4 N6 1.251(5) .
O5 N6 1.261(5) .
O6 N7 1.397(14) .
O7 N7 1.277(12) .
O7 N7 1.73(2) 2_676
O8 N8 1.494(10) .
N1 C3 1.326(6) .
N1 C2 1.337(7) .
N2 C6 1.361(6) .
N2 C7 1.415(6) .
N3 C7 1.334(6) .
N3 C11 1.354(5) .
N4 C12 1.363(6) .
N4 C11 1.413(5) .
N5 C15 1.313(6) .
N5 C16 1.343(7) .
N7 O7 1.73(2) 2_676
N8 O9 1.275(10) .
N8 O9 1.451(11) 2_767
N8 N8 1.767(15) 2_767
C1 C2 1.369(7) .
C1 C5 1.397(7) .
C3 C4 1.395(7) .
C4 C5 1.391(7) .
C5 C6 1.487(7) .
C7 C8 1.397(7) .
C8 C9 1.367(6) .
C9 C10 1.394(6) .
C10 C11 1.378(7) .
C12 C13 1.522(6) .
C13 C14 1.367(7) .
C13 C17 1.396(6) .
C14 C15 1.386(7) .
C16 C17 1.381(6) .
O9 N8 1.451(11) 2_767
O10 C18 1.275(10) .
