#------------------------------------------------------------------------------
#$Date: 2019-11-23 10:52:54 +0200 (Sat, 23 Nov 2019) $
#$Revision: 232957 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/34/84/4348459.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_4348459
loop_
_publ_author_name
'Sinha, Sanghamitra'
'Chowdhury, Bijit'
'Ghosh, Pradyut'
_publ_section_title
;
 A Highly Sensitive ESIPT-Based Ratiometric Fluorescence Sensor for
 Selective Detection of Al(3.).
;
_journal_issue                   18
_journal_name_full               'Inorganic chemistry'
_journal_page_first              9212
_journal_page_last               9220
_journal_paper_doi               10.1021/acs.inorgchem.6b01170
_journal_volume                  55
_journal_year                    2016
_chemical_formula_sum            'C29 H31 N3 O3'
_chemical_formula_weight         469.57
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P b c a'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   20.07(3)
_cell_length_b                   12.235(16)
_cell_length_c                   20.36(3)
_cell_measurement_reflns_used    2533
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      20.74
_cell_measurement_theta_min      2.19
_cell_volume                     5000(12)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'mercury 3.1'
_computing_publication_material  'ortep 3v.2'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω 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  0.0923
_diffrn_reflns_av_sigmaI/netI    0.0440
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            21876
_diffrn_reflns_theta_full        20.94
_diffrn_reflns_theta_max         20.94
_diffrn_reflns_theta_min         2.00
_exptl_absorpt_coefficient_mu    0.081
_exptl_absorpt_correction_T_max  0.9839
_exptl_absorpt_correction_T_min  0.9604
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            grey
_exptl_crystal_density_diffrn    1.248
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2000
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.155
_refine_diff_density_min         -0.194
_refine_diff_density_rms         0.042
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.960
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     321
_refine_ls_number_reflns         2661
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.960
_refine_ls_R_factor_all          0.0808
_refine_ls_R_factor_gt           0.0455
_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)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1204
_refine_ls_wR_factor_ref         0.1477
_reflns_number_gt                1805
_reflns_number_total             2661
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic6b01170_si_002.cif
_cod_data_source_block           L1
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Orthorhombic' was changed
to 'orthorhombic' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/ACS/depositions/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_cell_volume        4999(12)
_cod_original_sg_symbol_H-M      Pbca
_cod_database_code               4348459
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-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
C10 C 0.07793(15) 0.0749(3) 0.06081(16) 0.0360(9) Uani 1 1 d .
C15 C -0.04012(16) 0.2978(3) 0.11193(18) 0.0452(10) Uani 1 1 d .
H15 H -0.0529 0.3319 0.1508 0.054 Uiso 1 1 calc R
C11 C 0.02742(15) 0.1601(3) 0.05688(16) 0.0360(9) Uani 1 1 d .
C2 C 0.20150(15) -0.0880(3) 0.13976(17) 0.0400(9) Uani 1 1 d .
C16 C 0.00671(16) 0.2137(3) 0.11429(17) 0.0394(9) Uani 1 1 d .
C13 C -0.04702(16) 0.2784(3) -0.00522(18) 0.0437(9) Uani 1 1 d .
H13 H -0.0644 0.2993 -0.0457 0.052 Uiso 1 1 calc R
C5 C 0.15290(15) -0.0495(3) 0.03253(17) 0.0362(9) Uani 1 1 d .
C14 C -0.06836(16) 0.3323(3) 0.05236(17) 0.0406(9) Uani 1 1 d .
C4 C 0.19539(15) -0.1243(3) -0.00115(18) 0.0380(9) Uani 1 1 d .
C9 C 0.15466(15) -0.0324(3) 0.09853(17) 0.0375(9) Uani 1 1 d .
C6 C 0.28161(19) -0.2714(3) -0.0609(2) 0.0598(12) Uani 1 1 d .
H6 H 0.3102 -0.3209 -0.0810 0.072 Uiso 1 1 calc R
C12 C -0.00077(16) 0.1953(3) -0.00222(17) 0.0416(9) Uani 1 1 d .
H12 H 0.0122 0.1613 -0.0410 0.050 Uiso 1 1 calc R
C1 C 0.20651(17) -0.0683(3) 0.20739(18) 0.0485(10) Uani 1 1 d .
H1 H 0.1778 -0.0184 0.2271 0.058 Uiso 1 1 calc R
C3 C 0.24139(16) -0.1835(3) 0.03833(17) 0.0408(9) Uani 1 1 d .
C18 C -0.09339(18) 0.5358(3) -0.04573(19) 0.0625(11) Uani 1 1 d .
H18A H -0.0868 0.5987 -0.0184 0.094 Uiso 1 1 calc R
H18B H -0.1123 0.5581 -0.0869 0.094 Uiso 1 1 calc R
H18C H -0.0514 0.5005 -0.0534 0.094 Uiso 1 1 calc R
C19 C -0.13662(18) 0.4690(3) 0.1102(2) 0.0632(12) Uani 1 1 d .
H19A H -0.1417 0.4146 0.1445 0.076 Uiso 1 1 calc R
H19B H -0.1801 0.5010 0.1024 0.076 Uiso 1 1 calc R
C17 C -0.14043(16) 0.4567(3) -0.01178(19) 0.0547(10) Uani 1 1 d .
H17A H -0.1825 0.4934 -0.0038 0.066 Uiso 1 1 calc R
H17B H -0.1491 0.3957 -0.0410 0.066 Uiso 1 1 calc R
C7 C 0.23713(19) -0.2120(3) -0.09875(19) 0.0560(11) Uani 1 1 d .
H7 H 0.2365 -0.2210 -0.1441 0.067 Uiso 1 1 calc R
C20 C -0.0903(2) 0.5582(4) 0.1351(2) 0.0839(14) Uani 1 1 d .
H20A H -0.0471 0.5276 0.1439 0.126 Uiso 1 1 calc R
H20B H -0.1081 0.5890 0.1748 0.126 Uiso 1 1 calc R
H20C H -0.0863 0.6144 0.1025 0.126 Uiso 1 1 calc R
C8 C 0.28384(17) -0.2579(3) 0.0060(2) 0.0528(11) Uani 1 1 d .
H8 H 0.3140 -0.2988 0.0305 0.063 Uiso 1 1 calc R
N2 N 0.10757(12) 0.0454(2) 0.11675(13) 0.0373(7) Uani 1 1 d .
N1 N 0.10363(12) 0.0193(2) 0.00798(13) 0.0373(7) Uani 1 1 d .
H1A H 0.0916 0.0258 -0.0324 0.045 Uiso 1 1 calc R
N3 N -0.11506(14) 0.4143(2) 0.05056(15) 0.0518(9) Uani 1 1 d .
O1 O 0.03107(12) 0.1871(2) 0.17479(11) 0.0528(7) Uani 1 1 d .
H1B H 0.0627 0.1453 0.1706 0.079 Uiso 1 1 calc R
O3 O 0.06795(12) 0.4941(2) 0.26009(13) 0.0612(8) Uani 1 1 d .
O2 O 0.08082(13) 0.4591(2) 0.36687(14) 0.0685(8) Uani 1 1 d .
C23 C 0.11604(19) 0.5834(3) 0.26503(19) 0.0607(11) Uani 1 1 d .
H23A H 0.1570 0.5575 0.2849 0.073 Uiso 1 1 calc R
H23B H 0.0982 0.6416 0.2922 0.073 Uiso 1 1 calc R
C21 C 0.0012(2) 0.3554(4) 0.30444(19) 0.0791(13) Uani 1 1 d .
H21A H -0.0028 0.3109 0.3431 0.119 Uiso 1 1 calc R
H21B H 0.0133 0.3103 0.2677 0.119 Uiso 1 1 calc R
H21C H -0.0406 0.3906 0.2957 0.119 Uiso 1 1 calc R
C22 C 0.0538(2) 0.4400(3) 0.3151(2) 0.0552(11) Uani 1 1 d .
C25 C 0.1294(2) 0.6246(4) 0.1974(2) 0.0870(15) Uani 1 1 d .
H25A H 0.1520 0.5692 0.1725 0.130 Uiso 1 1 calc R
H25B H 0.1567 0.6889 0.1997 0.130 Uiso 1 1 calc R
H25C H 0.0879 0.6422 0.1763 0.130 Uiso 1 1 calc R
C26 C 0.29574(18) -0.1965(3) 0.2159(2) 0.0586(11) Uani 1 1 d .
H26 H 0.3273 -0.2325 0.2414 0.070 Uiso 1 1 calc R
C27 C 0.29180(17) -0.2181(3) 0.1501(2) 0.0535(11) Uani 1 1 d .
H27 H 0.3206 -0.2691 0.1317 0.064 Uiso 1 1 calc R
C29 C 0.19400(16) -0.1399(3) -0.06928(17) 0.0463(10) Uani 1 1 d .
H29 H 0.1637 -0.1011 -0.0948 0.056 Uiso 1 1 calc R
C28 C 0.25299(19) -0.1213(3) 0.24503(18) 0.0542(11) Uani 1 1 d .
H28 H 0.2559 -0.1070 0.2898 0.065 Uiso 1 1 calc R
C30 C 0.24480(16) -0.1646(3) 0.10928(17) 0.0406(9) 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
N2 C10 N1 111.5(3)
N2 C10 C11 123.5(3)
N1 C10 C11 125.0(3)
C16 C15 C14 121.6(3)
C12 C11 C16 116.9(3)
C12 C11 C10 123.3(3)
C16 C11 C10 119.7(3)
C1 C2 C30 119.9(3)
C1 C2 C9 122.7(3)
C30 C2 C9 117.3(3)
O1 C16 C15 116.6(3)
O1 C16 C11 122.3(3)
C15 C16 C11 121.1(3)
C12 C13 C14 120.8(3)
C9 C5 N1 106.3(3)
C9 C5 C4 123.9(3)
N1 C5 C4 129.8(3)
N3 C14 C15 121.2(3)
N3 C14 C13 121.7(3)
C15 C14 C13 117.1(3)
C29 C4 C3 120.2(3)
C29 C4 C5 123.5(3)
C3 C4 C5 116.3(3)
C5 C9 N2 110.5(3)
C5 C9 C2 121.5(3)
N2 C9 C2 127.9(3)
C8 C6 C7 120.7(4)
C13 C12 C11 122.6(3)
C28 C1 C2 121.1(4)
C8 C3 C4 117.2(3)
C8 C3 C30 122.3(3)
C4 C3 C30 120.4(3)
N3 C19 C20 115.3(3)
N3 C17 C18 113.9(3)
C29 C7 C6 120.0(4)
C6 C8 C3 121.4(4)
C10 N2 C9 105.1(3)
C10 N1 C5 106.6(3)
C14 N3 C19 121.2(3)
C14 N3 C17 121.3(3)
C19 N3 C17 117.3(3)
C22 O3 C23 117.1(3)
O3 C23 C25 107.9(3)
O2 C22 O3 122.8(4)
O2 C22 C21 125.3(4)
O3 C22 C21 111.9(4)
C27 C26 C28 120.7(3)
C26 C27 C30 121.6(4)
C7 C29 C4 120.5(3)
C1 C28 C26 119.6(4)
C27 C30 C2 117.1(3)
C27 C30 C3 122.4(3)
C2 C30 C3 120.4(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C10 N2 1.335(4)
C10 N1 1.373(4)
C10 C11 1.456(5)
C15 C16 1.395(5)
C15 C14 1.403(5)
C11 C12 1.397(5)
C11 C16 1.403(5)
C2 C1 1.401(5)
C2 C30 1.420(5)
C2 C9 1.432(5)
C16 O1 1.364(4)
C13 C12 1.378(5)
C13 C14 1.411(5)
C5 C9 1.360(5)
C5 N1 1.392(4)
C5 C4 1.426(5)
C14 N3 1.373(4)
C4 C29 1.400(5)
C4 C3 1.423(5)
C9 N2 1.392(4)
C6 C8 1.371(6)
C6 C7 1.385(5)
C1 C28 1.370(5)
C3 C8 1.410(5)
C3 C30 1.464(5)
C18 C17 1.519(5)
C19 N3 1.453(5)
C19 C20 1.522(5)
C17 N3 1.462(5)
C7 C29 1.374(5)
O3 C22 1.332(5)
O3 C23 1.461(5)
O2 C22 1.208(4)
C23 C25 1.491(5)
C21 C22 1.494(6)
C26 C27 1.367(6)
C26 C28 1.392(5)
C27 C30 1.417(5)
