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#$Date: 2019-11-23 22:02:36 +0200 (Sat, 23 Nov 2019) $
#$Revision: 235253 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/61/7236199.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_7236199
loop_
_publ_author_name
'TalwelkarShimpi, Mayura'
'Öberg, Sven'
'Giri, Lopamudra'
'Pedireddi, V. R.'
_publ_section_title
;
 Experimental and theoretical studies of molecular complexes of
 theophylline with some phenylboronic acids
;
_journal_issue                   49
_journal_name_full               'RSC Advances'
_journal_page_first              43060
_journal_paper_doi               10.1039/C6RA04100K
_journal_volume                  6
_journal_year                    2016
_chemical_formula_moiety         '2(C7 H8 N4 O2), C6 H8 B2, O4, 0.5(O)'
_chemical_formula_sum            'C20 H24 B2 N8 O8.5'
_chemical_formula_weight         534.09
_chemical_name_common            '1,4-benezenediboronic acid+ theophylline'
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2015-12-02 deposited with the CCDC.
2016-04-21 downloaded from the CCDC.
;
_cell_angle_alpha                109.740(10)
_cell_angle_beta                 94.470(10)
_cell_angle_gamma                104.78
_cell_formula_units_Z            1
_cell_length_a                   8.528(2)
_cell_length_b                   8.711(2)
_cell_length_c                   9.661(3)
_cell_measurement_reflns_used    6198
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.027
_cell_measurement_theta_min      2.277
_cell_volume                     642.5(3)
_computing_cell_refinement       SMART
_computing_data_collection       SMART
_computing_data_reduction        SAINTPLUS
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Brucker APEX-CCD Area Detector'
_diffrn_measurement_method       SMART
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0404
_diffrn_reflns_av_unetI/netI     0.0419
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            6198
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.027
_diffrn_reflns_theta_max         25.027
_diffrn_reflns_theta_min         2.277
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.108
_exptl_absorpt_correction_T_max  0.977
_exptl_absorpt_correction_T_min  0.972
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'SADABS; Sheldrick, 96'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.380
_exptl_crystal_description       Plates
_exptl_crystal_F_000             278
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.213
_refine_diff_density_min         -0.212
_refine_diff_density_rms         0.046
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.209
_refine_ls_hydrogen_treatment    refU
_refine_ls_matrix_type           full
_refine_ls_number_parameters     213
_refine_ls_number_reflns         2282
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.209
_refine_ls_R_factor_all          0.0980
_refine_ls_R_factor_gt           0.0773
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0671P)²+0.3055P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1681
_refine_ls_wR_factor_ref         0.1770
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1814
_reflns_number_total             2268
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c6ra04100k1.cif
_cod_data_source_block           URA
_cod_original_formula_sum        'C20 H24 B2 N8 O8.50'
_cod_database_code               7236199
_shelx_shelxl_version_number     2014/7
_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.
;
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_occupancy
B1 B 0.1494(5) 0.0326(5) 0.3053(4) 0.0452(9) Uani 1 1 d . .
O1 O 0.2218(3) -0.0789(3) 0.3312(3) 0.0614(8) Uani 1 1 d . .
O1W O 0.082(3) 0.613(4) 0.515(3) 0.227(15) Uani 0.25 1 d . P
O2 O 0.1422(4) 0.1686(3) 0.4214(3) 0.0631(8) Uani 1 1 d . .
H2A H 0.193(6) 0.179(6) 0.501(6) 0.106(19) Uiso 1 1 d . .
O3 O 0.2371(3) 0.6065(3) 0.1178(3) 0.0607(7) Uani 1 1 d . .
O4 O 0.4817(3) 0.2151(3) 0.1694(3) 0.0587(7) Uani 1 1 d . .
N1 N 0.4039(4) 0.0509(4) -0.1751(3) 0.0500(8) Uani 1 1 d . .
H1B H 0.455(4) -0.025(5) -0.157(4) 0.068(12) Uiso 1 1 d . .
N2 N 0.2760(4) 0.1648(4) -0.3049(3) 0.0524(8) Uani 1 1 d . .
N3 N 0.3606(3) 0.4114(3) 0.1417(3) 0.0451(7) Uani 1 1 d . .
N4 N 0.2493(3) 0.4009(3) -0.0943(3) 0.0460(7) Uani 1 1 d . .
C1 C 0.3416(5) 0.0405(5) -0.3089(4) 0.0534(9) Uani 1 1 d . .
H1 H 0.340(4) -0.050(4) -0.398(3) 0.043(9) Uiso 1 1 d . .
C2 C 0.2986(4) 0.2576(4) -0.1574(4) 0.0425(8) Uani 1 1 d . .
C3 C 0.3766(4) 0.1928(4) -0.0739(4) 0.0416(8) Uani 1 1 d . .
C4 C 0.4119(4) 0.2653(4) 0.0856(4) 0.0424(8) Uani 1 1 d . .
C5 C 0.2792(4) 0.4795(4) 0.0574(4) 0.0452(8) Uani 1 1 d . .
C6 C 0.1614(5) 0.4651(6) -0.1886(5) 0.0641(11) Uani 1 1 d . .
H6A H 0.064(3) 0.4695(6) -0.1605(9) 0.089(15) Uiso 1 1 calc R .
H6B H 0.1440(8) 0.395(2) -0.284(3) 0.115(19) Uiso 1 1 calc R .
H6C H 0.2222(16) 0.570(3) -0.1783(5) 0.19(3) Uiso 1 1 calc R .
C7 C 0.3851(6) 0.4933(5) 0.3056(4) 0.0640(11) Uani 1 1 d . .
H7A H 0.3854(6) 0.601(4) 0.3303(9) 0.113(18) Uiso 1 1 calc R .
H7B H 0.480(3) 0.4902(5) 0.3458(14) 0.16(3) Uiso 1 1 calc R .
H7C H 0.304(3) 0.4382(18) 0.3390(12) 0.22(4) Uiso 1 1 calc R .
C8 C 0.0714(4) 0.0141(4) 0.1444(3) 0.0417(8) Uani 1 1 d . .
C9 C -0.0091(4) 0.1292(4) 0.1261(4) 0.0471(8) Uani 1 1 d . .
H9 H -0.007(3) 0.223(4) 0.221(3) 0.040(8) Uiso 1 1 d . .
C10 C -0.0774(4) 0.1150(4) -0.0127(4) 0.0461(8) Uani 1 1 d . .
H10 H -0.133(3) 0.189(3) -0.020(3) 0.027(7) Uiso 1 1 d . .
H1A H 0.218(5) -0.162(5) 0.253(4) 0.064(12) 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'
B B 0.0013 0.0007 '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
O2 B1 O1 119.3(3) . .
O2 B1 C8 116.9(3) . .
O1 B1 C8 123.8(3) . .
C1 N1 C3 106.0(3) . .
C1 N2 C2 103.4(3) . .
C5 N3 C4 126.2(3) . .
C5 N3 C7 117.2(3) . .
C4 N3 C7 116.5(3) . .
C5 N4 C2 119.0(3) . .
C5 N4 C6 120.3(3) . .
C2 N4 C6 120.6(3) . .
N1 C1 N2 113.5(3) . .
N2 C2 C3 111.8(3) . .
N2 C2 N4 126.0(3) . .
C3 C2 N4 122.2(3) . .
C2 C3 N1 105.3(3) . .
C2 C3 C4 122.8(3) . .
N1 C3 C4 131.8(3) . .
O4 C4 N3 121.1(3) . .
O4 C4 C3 127.1(3) . .
N3 C4 C3 111.8(3) . .
O3 C5 N4 121.0(3) . .
O3 C5 N3 121.0(3) . .
N4 C5 N3 118.0(3) . .
C10 C8 C9 115.8(3) 2 .
C10 C8 B1 123.4(3) 2 .
C9 C8 B1 120.9(3) . .
C10 C9 C8 121.6(3) . .
C9 C10 C8 122.7(3) . 2
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
B1 O2 1.347(4) .
B1 O1 1.355(4) .
B1 C8 1.581(5) .
O3 C5 1.222(4) .
O4 C4 1.224(4) .
N1 C1 1.323(5) .
N1 C3 1.380(4) .
N2 C1 1.331(4) .
N2 C2 1.349(4) .
N3 C5 1.394(4) .
N3 C4 1.400(4) .
N3 C7 1.473(5) .
N4 C5 1.363(4) .
N4 C2 1.378(4) .
N4 C6 1.468(4) .
C2 C3 1.352(4) .
C3 C4 1.427(5) .
C8 C10 1.400(4) 2
C8 C9 1.400(4) .
C9 C10 1.372(5) .
C10 C8 1.400(4) 2
