#------------------------------------------------------------------------------
#$Date: 2016-03-26 02:34:10 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180145 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/42/7104231.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_7104231
loop_
_publ_author_name
'Swamy, K M K'
'Kim, Ha Na'
'Soh, Jung Huyn'
'Kim, Youngmee'
'Kim, Sung-Jin'
'Yoon, Juyoung'
_publ_section_title
;
 Manipulation of fluorescent and colorimetric changes of fluorescein
 derivatives and applications for sensing silver ions.
;
_journal_issue                   10
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              1234
_journal_page_last               1236
_journal_paper_doi               10.1039/b819538b
_journal_volume                  34
_journal_year                    2009
_chemical_formula_sum            'C30 H30 Cl2 N2 O8'
_chemical_formula_weight         617.46
_chemical_name_systematic
;
?
;
_space_group_IT_number           12
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2y'
_symmetry_space_group_name_H-M   'C 1 2/m 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXTL
_cell_angle_alpha                90.00
_cell_angle_beta                 101.698(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   21.357(2)
_cell_length_b                   16.3275(15)
_cell_length_c                   8.9215(8)
_cell_measurement_reflns_used    669
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      18.28
_cell_measurement_theta_min      2.49
_cell_volume                     3046.3(5)
_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      293(2)
_diffrn_measured_fraction_theta_full 0.980
_diffrn_measured_fraction_theta_max 0.980
_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  0.0520
_diffrn_reflns_av_sigmaI/netI    0.0922
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            7842
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.65
_exptl_absorpt_coefficient_mu    0.265
_exptl_absorpt_correction_T_max  0.992
_exptl_absorpt_correction_T_min  0.991
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 1997)'
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.346
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    .
_exptl_crystal_description       rod
_exptl_crystal_F_000             1288
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.933
_refine_diff_density_min         -0.310
_refine_diff_density_rms         0.078
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.975
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     212
_refine_ls_number_reflns         2745
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      0.975
_refine_ls_R_factor_all          0.1187
_refine_ls_R_factor_gt           0.0659
_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)+(0.1112P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1683
_refine_ls_wR_factor_ref         0.1996
_reflns_number_gt                1540
_reflns_number_total             2745
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b819538b.txt
_cod_data_source_block           SW218
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      C2/m
_cod_database_code               7104231
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x, -y, z'
'-x+1/2, -y+1/2, -z'
'x+1/2, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.11231(5) 0.18246(6) 0.75566(14) 0.0670(4) Uani 1 1 d . . .
N1 N -0.12090(14) 0.29168(18) 0.7843(3) 0.0422(8) Uani 1 1 d . . .
O1 O 0.13103(19) 0.5000 0.5532(4) 0.0532(10) Uani 1 2 d S . .
O2 O 0.2158(3) 0.5000 0.4434(6) 0.1007(18) Uani 1 2 d S . .
O3 O -0.01355(16) 0.5000 0.7624(4) 0.0461(9) Uani 1 2 d S . .
O4 O -0.01396(13) 0.21156(15) 0.8131(3) 0.0555(8) Uani 1 1 d . . .
H4 H -0.0489 0.2217 0.8335 0.083 Uiso 1 1 calc R . .
O5 O -0.23280(13) 0.19637(17) 0.6773(3) 0.0572(8) Uani 1 1 d . . .
C1 C 0.1962(3) 0.5000 0.5594(9) 0.0637(18) Uani 1 2 d S . .
C2 C 0.2286(3) 0.5000 0.7182(9) 0.0619(18) Uani 1 2 d S . .
C3 C 0.2935(3) 0.5000 0.7837(13) 0.091(3) Uani 1 2 d S . .
H3 H 0.3245 0.5000 0.7240 0.109 Uiso 1 2 calc SR . .
C4 C 0.3100(4) 0.5000 0.9448(16) 0.106(3) Uani 1 2 d S . .
H4A H 0.3531 0.5000 0.9919 0.127 Uiso 1 2 calc SR . .
C5 C 0.2658(4) 0.5000 1.0334(10) 0.082(2) Uani 1 2 d S . .
H5 H 0.2787 0.5000 1.1394 0.099 Uiso 1 2 calc SR . .
C6 C 0.2016(3) 0.5000 0.9680(8) 0.0609(16) Uani 1 2 d S . .
H6 H 0.1712 0.5000 1.0292 0.073 Uiso 1 2 calc SR . .
C7 C 0.1829(3) 0.5000 0.8111(7) 0.0502(14) Uani 1 2 d S . .
C8 C 0.1174(2) 0.5000 0.7106(6) 0.0405(12) Uani 1 2 d S . .
C9 C 0.08055(18) 0.4240(2) 0.7295(4) 0.0417(9) Uani 1 1 d . . .
C10 C 0.10792(18) 0.3468(2) 0.7276(4) 0.0435(9) Uani 1 1 d . . .
H10 H 0.1490 0.3422 0.7086 0.052 Uiso 1 1 calc R . .
C11 C 0.07562(19) 0.2776(2) 0.7533(4) 0.0460(10) Uani 1 1 d . . .
C12 C 0.01365(18) 0.2811(2) 0.7824(4) 0.0428(9) Uani 1 1 d . . .
C13 C -0.01704(17) 0.3574(2) 0.7776(4) 0.0418(9) Uani 1 1 d . . .
C14 C 0.01790(18) 0.4272(2) 0.7534(4) 0.0407(9) Uani 1 1 d . . .
C15 C -0.08272(17) 0.3678(2) 0.8091(4) 0.0459(9) Uani 1 1 d . . .
H15A H -0.0793 0.3855 0.9143 0.055 Uiso 1 1 calc R . .
H15B H -0.1048 0.4104 0.7431 0.055 Uiso 1 1 calc R . .
C16 C -0.14366(19) 0.2739(2) 0.6207(4) 0.0480(10) Uani 1 1 d . . .
H16A H -0.1076 0.2704 0.5701 0.058 Uiso 1 1 calc R . .
H16B H -0.1715 0.3175 0.5731 0.058 Uiso 1 1 calc R . .
C17 C -0.1795(2) 0.1940(3) 0.6041(5) 0.0581(11) Uani 1 1 d . . .
H17A H -0.1943 0.1819 0.4962 0.070 Uiso 1 1 calc R . .
H17B H -0.1508 0.1503 0.6485 0.070 Uiso 1 1 calc R . .
C18 C -0.2124(2) 0.2157(3) 0.8335(5) 0.0573(11) Uani 1 1 d . . .
H18A H -0.1848 0.1724 0.8837 0.069 Uiso 1 1 calc R . .
H18B H -0.2493 0.2189 0.8812 0.069 Uiso 1 1 calc R . .
C19 C -0.1767(2) 0.2959(3) 0.8557(5) 0.0524(10) Uani 1 1 d . . .
H19A H -0.2047 0.3399 0.8099 0.063 Uiso 1 1 calc R . .
H19B H -0.1631 0.3072 0.9641 0.063 Uiso 1 1 calc R . .
O1S O 0.4482(14) 0.5000 0.579(3) 0.100(3) Uiso 1 2 d SD . .
H1SA H 0.4199(13) 0.5000 0.495(3) 0.065(8) Uiso 1 2 d SD . .
H1SB H 0.456(3) 0.5000 0.677(3) 0.060(16) Uiso 1 2 d SD . .
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'
Cl Cl 0.1484 0.1585 '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
C19 N1 C16 107.8(3) . . ?
C19 N1 C15 111.7(3) . . ?
C16 N1 C15 112.1(3) . . ?
C1 O1 C8 110.5(4) . . ?
C14 O3 C14 119.6(4) 6_565 . ?
C12 O4 H4 109.5 . . ?
C18 O5 C17 110.1(3) . . ?
O2 C1 O1 119.6(7) . . ?
O2 C1 C2 131.9(7) . . ?
O1 C1 C2 108.5(5) . . ?
C3 C2 C7 120.4(7) . . ?
C3 C2 C1 130.6(7) . . ?
C7 C2 C1 109.0(5) . . ?
C2 C3 C4 116.8(8) . . ?
C2 C3 H3 121.6 . . ?
C4 C3 H3 121.6 . . ?
C5 C4 C3 122.5(7) . . ?
C5 C4 H4A 118.8 . . ?
C3 C4 H4A 118.8 . . ?
C4 C5 C6 120.5(8) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C7 C6 C5 119.4(7) . . ?
C7 C6 H6 120.3 . . ?
C5 C6 H6 120.3 . . ?
C6 C7 C2 120.5(6) . . ?
C6 C7 C8 130.7(5) . . ?
C2 C7 C8 108.9(5) . . ?
O1 C8 C9 108.3(3) . . ?
O1 C8 C9 108.3(3) . 6_565 ?
C9 C8 C9 112.0(4) . 6_565 ?
O1 C8 C7 103.0(4) . . ?
C9 C8 C7 112.3(3) . . ?
C9 C8 C7 112.3(3) 6_565 . ?
C10 C9 C14 117.0(3) . . ?
C10 C9 C8 121.2(3) . . ?
C14 C9 C8 121.8(3) . . ?
C11 C10 C9 121.3(3) . . ?
C11 C10 H10 119.3 . . ?
C9 C10 H10 119.3 . . ?
C10 C11 C12 121.6(3) . . ?
C10 C11 Cl1 120.0(3) . . ?
C12 C11 Cl1 118.4(3) . . ?
O4 C12 C11 118.4(3) . . ?
O4 C12 C13 122.6(3) . . ?
C11 C12 C13 118.9(3) . . ?
C14 C13 C12 117.8(3) . . ?
C14 C13 C15 119.1(3) . . ?
C12 C13 C15 123.0(3) . . ?
O3 C14 C9 122.4(3) . . ?
O3 C14 C13 114.3(3) . . ?
C9 C14 C13 123.3(3) . . ?
N1 C15 C13 112.8(3) . . ?
N1 C15 H15A 109.0 . . ?
C13 C15 H15A 109.0 . . ?
N1 C15 H15B 109.0 . . ?
C13 C15 H15B 109.0 . . ?
H15A C15 H15B 107.8 . . ?
N1 C16 C17 109.2(3) . . ?
N1 C16 H16A 109.8 . . ?
C17 C16 H16A 109.8 . . ?
N1 C16 H16B 109.8 . . ?
C17 C16 H16B 109.8 . . ?
H16A C16 H16B 108.3 . . ?
O5 C17 C16 111.6(3) . . ?
O5 C17 H17A 109.3 . . ?
C16 C17 H17A 109.3 . . ?
O5 C17 H17B 109.3 . . ?
C16 C17 H17B 109.3 . . ?
H17A C17 H17B 108.0 . . ?
O5 C18 C19 111.8(3) . . ?
O5 C18 H18A 109.3 . . ?
C19 C18 H18A 109.3 . . ?
O5 C18 H18B 109.3 . . ?
C19 C18 H18B 109.3 . . ?
H18A C18 H18B 107.9 . . ?
N1 C19 C18 109.7(3) . . ?
N1 C19 H19A 109.7 . . ?
C18 C19 H19A 109.7 . . ?
N1 C19 H19B 109.7 . . ?
C18 C19 H19B 109.7 . . ?
H19A C19 H19B 108.2 . . ?
H1SA O1S H1SB 147(7) . . ?
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
Cl1 C11 1.738(4) . ?
N1 C19 1.462(5) . ?
N1 C16 1.471(4) . ?
N1 C15 1.478(4) . ?
O1 C1 1.381(8) . ?
O1 C8 1.491(6) . ?
O2 C1 1.193(7) . ?
O3 C14 1.376(4) 6_565 ?
O3 C14 1.376(4) . ?
O4 C12 1.334(4) . ?
O4 H4 0.8200 . ?
O5 C18 1.410(4) . ?
O5 C17 1.423(5) . ?
C1 C2 1.445(9) . ?
C2 C3 1.390(10) . ?
C2 C7 1.403(8) . ?
C3 C4 1.409(12) . ?
C3 H3 0.9300 . ?
C4 C5 1.349(12) . ?
C4 H4A 0.9300 . ?
C5 C6 1.377(10) . ?
C5 H5 0.9300 . ?
C6 C7 1.375(8) . ?
C6 H6 0.9300 . ?
C7 C8 1.501(8) . ?
C8 C9 1.497(4) . ?
C8 C9 1.497(4) 6_565 ?
C9 C10 1.390(5) . ?
C9 C14 1.398(5) . ?
C10 C11 1.368(5) . ?
C10 H10 0.9300 . ?
C11 C12 1.401(6) . ?
C12 C13 1.404(5) . ?
C13 C14 1.402(5) . ?
C13 C15 1.495(5) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 C17 1.505(5) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 C19 1.507(6) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
O1S H1SA 0.86(4) . ?
O1S H1SB 0.86(4) . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O4 H4 N1 0.82 1.89 2.599(4) 143.4 .
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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C8 O1 C1 O2 180.0 . . . . ?
C8 O1 C1 C2 0.000(1) . . . . ?
O2 C1 C2 C3 0.000(3) . . . . ?
O1 C1 C2 C3 180.000(2) . . . . ?
O2 C1 C2 C7 180.000(1) . . . . ?
O1 C1 C2 C7 0.000(1) . . . . ?
C7 C2 C3 C4 0.000(3) . . . . ?
C1 C2 C3 C4 180.000(4) . . . . ?
C2 C3 C4 C5 0.000(3) . . . . ?
C3 C4 C5 C6 0.000(3) . . . . ?
C4 C5 C6 C7 0.000(2) . . . . ?
C5 C6 C7 C2 0.000(2) . . . . ?
C5 C6 C7 C8 180.000(2) . . . . ?
C3 C2 C7 C6 0.000(3) . . . . ?
C1 C2 C7 C6 180.000(2) . . . . ?
C3 C2 C7 C8 180.000(2) . . . . ?
C1 C2 C7 C8 0.000(1) . . . . ?
C1 O1 C8 C9 -119.1(3) . . . . ?
C1 O1 C8 C9 119.2(3) . . . 6_565 ?
C1 O1 C8 C7 0.000(1) . . . . ?
C6 C7 C8 O1 180.000(2) . . . . ?
C2 C7 C8 O1 0.000(1) . . . . ?
C6 C7 C8 C9 -63.7(3) . . . . ?
C2 C7 C8 C9 116.3(3) . . . . ?
C6 C7 C8 C9 63.7(3) . . . 6_565 ?
C2 C7 C8 C9 -116.3(3) . . . 6_565 ?
O1 C8 C9 C10 65.5(5) . . . . ?
C9 C8 C9 C10 -175.2(2) 6_565 . . . ?
C7 C8 C9 C10 -47.6(5) . . . . ?
O1 C8 C9 C14 -116.1(4) . . . . ?
C9 C8 C9 C14 3.3(6) 6_565 . . . ?
C7 C8 C9 C14 130.8(4) . . . . ?
C14 C9 C10 C11 -2.2(5) . . . . ?
C8 C9 C10 C11 176.4(4) . . . . ?
C9 C10 C11 C12 0.0(6) . . . . ?
C9 C10 C11 Cl1 -178.1(3) . . . . ?
C10 C11 C12 O4 -177.1(3) . . . . ?
Cl1 C11 C12 O4 1.0(5) . . . . ?
C10 C11 C12 C13 3.2(6) . . . . ?
Cl1 C11 C12 C13 -178.7(3) . . . . ?
O4 C12 C13 C14 176.3(3) . . . . ?
C11 C12 C13 C14 -4.1(5) . . . . ?
O4 C12 C13 C15 1.2(6) . . . . ?
C11 C12 C13 C15 -179.1(3) . . . . ?
C14 O3 C14 C9 -2.4(6) 6_565 . . . ?
C14 O3 C14 C13 174.6(2) 6_565 . . . ?
C10 C9 C14 O3 177.9(3) . . . . ?
C8 C9 C14 O3 -0.6(6) . . . . ?
C10 C9 C14 C13 1.2(5) . . . . ?
C8 C9 C14 C13 -177.4(4) . . . . ?
C12 C13 C14 O3 -175.0(3) . . . . ?
C15 C13 C14 O3 0.3(5) . . . . ?
C12 C13 C14 C9 2.0(5) . . . . ?
C15 C13 C14 C9 177.2(3) . . . . ?
C19 N1 C15 C13 163.8(3) . . . . ?
C16 N1 C15 C13 -75.0(4) . . . . ?
C14 C13 C15 N1 162.0(3) . . . . ?
C12 C13 C15 N1 -23.0(5) . . . . ?
C19 N1 C16 C17 -59.2(4) . . . . ?
C15 N1 C16 C17 177.5(3) . . . . ?
C18 O5 C17 C16 -57.6(4) . . . . ?
N1 C16 C17 O5 59.4(4) . . . . ?
C17 O5 C18 C19 57.1(4) . . . . ?
C16 N1 C19 C18 59.0(4) . . . . ?
C15 N1 C19 C18 -177.4(3) . . . . ?
O5 C18 C19 N1 -59.0(4) . . . . ?
