#------------------------------------------------------------------------------
#$Date: 2019-11-23 22:02:36 +0200 (Sat, 23 Nov 2019) $
#$Revision: 235253 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/61/7236197.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_7236197
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         ' C7 H8 N4 O2, C6 H6 B I O2 '
_chemical_formula_sum            'C13 H14 B I N4 O4'
_chemical_formula_weight         427.99
_chemical_name_common            ' IPBA + Theophylline '
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_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           SHELXL-97
_audit_update_record
;
2015-12-02 deposited with the CCDC.
2016-04-21 downloaded from the CCDC.
;
_cell_angle_alpha                87.25(1)
_cell_angle_beta                 80.94(1)
_cell_angle_gamma                71.63(1)
_cell_formula_units_Z            2
_cell_length_a                   7.4750(1)
_cell_length_b                   9.623(2)
_cell_length_c                   11.957(3)
_cell_measurement_reflns_used    3923
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.04
_cell_measurement_theta_min      1.72
_cell_volume                     806.1(3)
_computing_cell_refinement       SMART
_computing_data_collection       SMART
_computing_data_reduction        SAINTPLUS
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.922
_diffrn_measured_fraction_theta_max 0.922
_diffrn_measurement_device_type  'Brucker APEX-CCD Area Detector'
_diffrn_measurement_method       SMART
_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  0.0318
_diffrn_reflns_av_sigmaI/netI    0.0467
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            3923
_diffrn_reflns_theta_full        25.04
_diffrn_reflns_theta_max         25.04
_diffrn_reflns_theta_min         1.72
_exptl_absorpt_coefficient_mu    2.011
_exptl_absorpt_correction_T_max  0.642
_exptl_absorpt_correction_T_min  0.531
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'SADABS; Sheldrick, 96'
_exptl_crystal_colour            ' Colourless '
_exptl_crystal_density_diffrn    1.763
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       ' Plates '
_exptl_crystal_F_000             420
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.22
_refine_diff_density_max         1.625
_refine_diff_density_min         -0.797
_refine_diff_density_rms         0.171
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.116
_refine_ls_hydrogen_treatment    none
_refine_ls_matrix_type           full
_refine_ls_number_parameters     236
_refine_ls_number_reflns         2626
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.116
_refine_ls_R_factor_all          0.0653
_refine_ls_R_factor_gt           0.0597
_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)+(0.0925P)²+0.8555P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1522
_refine_ls_wR_factor_ref         0.1583
_reflns_number_gt                2379
_reflns_number_total             2626
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c6ra04100k1.cif
_cod_data_source_block           ura
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value ' Triclinic ' was changed to
'triclinic' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/RSC/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_sg_symbol_H-M      P-1
_cod_database_code               7236197
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
B1 B 0.2586(11) 0.6969(8) 0.2417(6) 0.0401(16) Uani 1 1 d .
N1 N 1.0358(8) 0.2881(6) 0.4477(4) 0.0380(12) Uani 1 1 d .
N2 N 0.9679(8) 0.2419(5) 0.1710(4) 0.0365(12) Uani 1 1 d .
N3 N 1.0826(8) 0.0995(6) 0.3339(4) 0.0401(12) Uani 1 1 d .
N7 N 0.8532(7) 0.4970(5) 0.2026(4) 0.0352(12) Uani 1 1 d .
I1 I 0.62336(7) -0.00141(4) 0.30931(4) 0.0560(3) Uani 1 1 d .
O1 O 0.1952(9) 0.7587(6) 0.1458(5) 0.0520(14) Uani 1 1 d .
H3B H 0.197(11) 0.711(9) 0.105(6) 0.04(2) Uiso 1 1 d .
O2 O 0.2461(9) 0.7830(6) 0.3297(4) 0.0525(13) Uani 1 1 d .
H2A H 0.200(13) 0.864(11) 0.326(7) 0.06(3) Uiso 1 1 d .
O3 O 0.8424(8) 0.3965(5) 0.0353(4) 0.0487(12) Uani 1 1 d .
O4 O 0.8682(7) 0.6044(5) 0.3645(4) 0.0443(11) Uani 1 1 d .
C2 C 1.0119(13) 0.1159(7) 0.0976(6) 0.053(2) Uani 1 1 d .
H2D H 0.906(6) 0.1102(8) 0.0777(13) 0.08(3) Uiso 1 1 calc R
H2B H 1.066(3) 0.036(4) 0.1339(19) 0.12(4) Uiso 1 1 calc R
H2C H 1.090(4) 0.1255(9) 0.037(3) 0.08(3) Uiso 1 1 calc R
C3 C 0.7625(12) 0.6410(7) 0.1580(6) 0.0477(18) Uani 1 1 d .
H3A H 0.670(5) 0.681(2) 0.199(2) 0.09(3) Uiso 1 1 calc R
H3C H 0.7362(19) 0.6325(8) 0.098(3) 0.12(5) Uiso 1 1 calc R
H3D H 0.833(4) 0.687(3) 0.1523(7) 0.05(3) Uiso 1 1 calc R
C4 C 0.4581(11) 0.2763(7) 0.1849(6) 0.0466(16) Uani 1 1 d .
H4A H 0.4769 0.2119 0.1255 0.056 Uiso 1 1 calc R
C5 C 0.4832(10) 0.3188(7) 0.3762(6) 0.0460(16) Uani 1 1 d .
H18 H 0.5191 0.2838 0.4458 0.055 Uiso 1 1 calc R
C6 C 0.3783(11) 0.4274(7) 0.1701(6) 0.0458(16) Uani 1 1 d .
H6 H 0.336(9) 0.458(8) 0.097(6) 0.041(18) Uiso 1 1 d .
C7 C 0.5084(9) 0.2243(7) 0.2882(6) 0.0415(14) Uani 1 1 d .
C8 C 0.4031(10) 0.4676(7) 0.3587(5) 0.0420(15) Uani 1 1 d .
H8 H 0.3853 0.5313 0.4185 0.050 Uiso 1 1 calc R
C9 C 0.8984(9) 0.4910(7) 0.3119(5) 0.0348(13) Uani 1 1 d .
C10 C 0.3486(9) 0.5259(7) 0.2574(5) 0.0368(14) Uani 1 1 d .
C11 C 1.0975(11) 0.1416(7) 0.4346(6) 0.0442(15) Uani 1 1 d .
H11 H 1.144(9) 0.070(8) 0.489(5) 0.039(17) Uiso 1 1 d .
C12 C 0.9769(9) 0.3460(7) 0.3478(5) 0.0343(13) Uani 1 1 d .
C13 C 0.8866(9) 0.3788(6) 0.1307(5) 0.0367(13) Uani 1 1 d .
C14 C 1.0091(9) 0.2264(7) 0.2808(5) 0.0343(13) Uani 1 1 d .
H1A H 1.050(10) 0.344(8) 0.494(6) 0.037(18) 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'
I I -0.4742 1.8119 '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
O2 B1 O1 119.3(6)
O2 B1 C10 117.1(6)
O1 B1 C10 123.6(6)
C11 N1 C12 106.5(5)
C11 N1 H1A 133(5)
C12 N1 H1A 118(5)
C13 N2 C14 119.2(5)
C13 N2 C2 119.4(5)
C14 N2 C2 121.4(5)
C11 N3 C14 103.5(5)
C13 N7 C9 126.7(5)
C13 N7 C3 116.1(5)
C9 N7 C3 117.2(5)
B1 O1 H3B 116(7)
B1 O2 H2A 120(7)
N2 C2 H2D 109.5
N2 C2 H2B 109.5
H2D C2 H2B 109.5
N2 C2 H2C 109.5
H2D C2 H2C 109.5
H2B C2 H2C 109.5
N7 C3 H3A 109.5
N7 C3 H3C 109.5
H3A C3 H3C 109.5
N7 C3 H3D 109.5
H3A C3 H3D 109.5
H3C C3 H3D 109.5
C7 C4 C6 119.3(6)
C7 C4 H4A 120.4
C6 C4 H4A 120.4
C7 C5 C8 118.5(6)
C7 C5 H18 120.8
C8 C5 H18 120.8
C10 C6 C4 121.5(6)
C10 C6 H6 123(4)
C4 C6 H6 116(4)
C4 C7 C5 120.7(6)
C4 C7 I1 118.7(5)
C5 C7 I1 120.6(5)
C10 C8 C5 123.4(6)
C10 C8 H8 118.3
C5 C8 H8 118.3
O4 C9 N7 120.0(6)
O4 C9 C12 128.0(5)
N7 C9 C12 112.0(5)
C8 C10 C6 116.6(6)
C8 C10 B1 121.4(6)
C6 C10 B1 122.0(6)
N3 C11 N1 113.2(6)
N3 C11 H11 120(4)
N1 C11 H11 127(4)
C14 C12 N1 104.4(5)
C14 C12 C9 123.2(5)
N1 C12 C9 132.4(6)
O3 C13 N2 121.0(5)
O3 C13 N7 121.4(5)
N2 C13 N7 117.5(5)
N3 C14 C12 112.5(5)
N3 C14 N2 126.3(5)
C12 C14 N2 121.2(6)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
B1 O2 1.344(9)
B1 O1 1.349(9)
B1 C10 1.584(9)
N1 C11 1.347(9)
N1 C12 1.371(8)
N1 H1A 0.83(7)
N2 C13 1.365(8)
N2 C14 1.385(8)
N2 C2 1.452(8)
N3 C11 1.320(8)
N3 C14 1.345(8)
N7 C13 1.394(7)
N7 C9 1.395(7)
N7 C3 1.454(8)
I1 C7 2.088(6)
O1 H3B 0.68(8)
O2 H2A 0.75(10)
O3 C13 1.227(7)
O4 C9 1.226(8)
C2 H2D 0.8779
C2 H2B 0.8779
C2 H2C 0.8779
C3 H3A 0.7822
C3 H3C 0.7822
C3 H3D 0.7822
C4 C7 1.373(10)
C4 C6 1.402(9)
C4 H4A 0.9300
C5 C7 1.375(10)
C5 C8 1.386(9)
C5 H18 0.9300
C6 C10 1.388(10)
C6 H6 0.98(7)
C8 C10 1.376(9)
C8 H8 0.9300
C9 C12 1.407(9)
C11 H11 0.95(7)
C12 C14 1.370(8)
