# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
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data_cmr_sg_118_1
_database_code_depnum_ccdc_archive 'CCDC 915066'
_audit_update_record             
;
2012-12-10 deposited with the CCDC.
2018-01-17 downloaded from the CCDC.
;
#TrackingRef 'web_deposit_cif_file_0_SoumyajitGhosh_1355151707.CMR_SG_118_1.cif'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            'Theophylline:4chloro3nitrobenzoic acid'
_chemical_melting_point          484.18
_chemical_formula_moiety         'C7 H4 Cl N O4, C7 H8 N4 O2'
_chemical_formula_sum            'C14 H12 Cl N5 O6'
_chemical_formula_weight         381.74

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'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   'P-1 '
_symmetry_space_group_name_Hall  '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.0637(4)
_cell_length_b                   15.1470(8)
_cell_length_c                   15.4381(8)
_cell_angle_alpha                69.6240(10)
_cell_angle_beta                 81.8190(10)
_cell_angle_gamma                86.3240(10)
_cell_volume                     1532.48(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    100
_cell_measurement_reflns_used    9969
_cell_measurement_theta_min      2.34
_cell_measurement_theta_max      28.01

_exptl_crystal_description       block
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_size_max          0.55
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.21
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.655
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             784
_exptl_absorpt_coefficient_mu    0.297
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.867
_exptl_absorpt_correction_T_max  0.940
_exptl_absorpt_process_details   'multi-scan absorption correction'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      100
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'BRUKER KAPPA APEX II DUO'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            20410
_diffrn_reflns_av_R_equivalents  0.0218
_diffrn_reflns_av_sigmaI/netI    0.0236
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.34
_diffrn_reflns_theta_max         27.00
_reflns_number_total             6677
_reflns_number_gt                5873
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0417P)²+0.9355P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6677
_refine_ls_number_parameters     475
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0384
_refine_ls_R_factor_gt           0.0328
_refine_ls_wR_factor_ref         0.0899
_refine_ls_wR_factor_gt          0.0866
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_restrained_S_all      1.053
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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 -0.03679(6) 0.35369(2) 0.37544(2) 0.01971(9) Uani 1 1 d . . .
Cl2 Cl 0.48008(6) 0.45760(2) 0.32431(3) 0.01957(9) Uani 1 1 d . . .
O1 O 0.23303(16) 1.01999(7) 0.48914(7) 0.0178(2) Uani 1 1 d . . .
O2 O -0.08831(16) 1.10122(7) 0.72972(7) 0.0174(2) Uani 1 1 d . . .
O3 O 0.2437(2) 0.24689(9) 0.30038(9) 0.0354(3) Uani 1 1 d . . .
O4 O 0.29358(17) 0.58365(8) -0.07768(8) 0.0225(3) Uani 1 1 d . . .
O5 O 0.10924(17) 0.69195(7) -0.03562(7) 0.0211(2) Uani 1 1 d . . .
H5 H 0.1371 0.7242 -0.0905 0.032 Uiso 1 1 calc R . .
O6 O 0.27584(19) 0.26332(8) 0.15474(9) 0.0284(3) Uani 1 1 d . . .
O7 O 0.27058(17) 0.90187(8) 0.05402(8) 0.0248(3) Uani 1 1 d . . .
O8 O 0.47532(18) 0.84913(8) -0.04204(8) 0.0249(3) Uani 1 1 d . . .
H8 H 0.4498 0.8998 -0.0808 0.037 Uiso 1 1 calc R . .
O9 O 0.15203(18) 0.54505(8) 0.40174(8) 0.0249(3) Uani 1 1 d . . .
O10 O 0.22446(17) 0.68534(8) 0.39246(8) 0.0229(3) Uani 1 1 d . . .
O11 O 0.48846(16) 0.77578(7) 0.49196(7) 0.0177(2) Uani 1 1 d . . .
O12 O 0.83669(16) 0.70546(7) 0.24971(7) 0.0192(2) Uani 1 1 d . . .
N1 N 0.30839(18) 0.82773(8) 0.63796(8) 0.0142(2) Uani 1 1 d . . .
H1 H 0.3717 0.8201 0.5891 0.017 Uiso 1 1 calc R . .
N2 N 0.06475(17) 1.05706(8) 0.61010(8) 0.0125(2) Uani 1 1 d . . .
N3 N 0.02405(18) 0.94987(8) 0.76609(8) 0.0130(2) Uani 1 1 d . . .
N4 N 0.18486(18) 0.79802(9) 0.78620(9) 0.0152(3) Uani 1 1 d . . .
N5 N 0.22825(19) 0.29317(9) 0.21898(9) 0.0187(3) Uani 1 1 d . . .
N6 N 0.22898(18) 0.62096(9) 0.36118(9) 0.0165(3) Uani 1 1 d . . .
N7 N 0.65545(18) 0.74032(8) 0.36909(8) 0.0144(3) Uani 1 1 d . . .
N8 N 0.69489(17) 0.85009(8) 0.21410(8) 0.0129(2) Uani 1 1 d . . .
N9 N 0.54327(17) 1.00416(8) 0.19795(8) 0.0137(2) Uani 1 1 d . . .
N10 N 0.42438(17) 0.97097(8) 0.34766(8) 0.0132(2) Uani 1 1 d . . .
H10 H 0.3656 0.9780 0.3976 0.016 Uiso 1 1 calc R . .
C1 C 0.2918(2) 0.76555(10) 0.72458(10) 0.0157(3) Uani 1 1 d . . .
H1A H 0.3485 0.7059 0.7405 0.019 Uiso 1 1 calc R . .
C2 C 0.2039(2) 0.90671(10) 0.64215(10) 0.0130(3) Uani 1 1 d . . .
C3 C 0.1733(2) 0.99534(10) 0.57313(10) 0.0128(3) Uani 1 1 d . . .
C4 C 0.0222(2) 1.15109(10) 0.54482(10) 0.0156(3) Uani 1 1 d . . .
H4A H 0.1126 1.1649 0.4893 0.023 Uiso 1 1 calc R . .
H4B H 0.0311 1.1974 0.5735 0.023 Uiso 1 1 calc R . .
H4C H -0.1048 1.1523 0.5290 0.023 Uiso 1 1 calc R . .
C5 C -0.0056(2) 1.03976(10) 0.70462(10) 0.0129(3) Uani 1 1 d . . .
C6 C 0.1313(2) 0.88641(10) 0.73399(10) 0.0126(3) Uani 1 1 d . . .
C7 C -0.0459(2) 0.92601(11) 0.86583(10) 0.0162(3) Uani 1 1 d . . .
H7A H -0.1170 0.8688 0.8873 0.024 Uiso 1 1 calc R . .
H7B H -0.1272 0.9761 0.8750 0.024 Uiso 1 1 calc R . .
H7C H 0.0608 0.9176 0.9002 0.024 Uiso 1 1 calc R . .
C8 C 0.1508(2) 0.39006(10) 0.19582(10) 0.0148(3) Uani 1 1 d . . .
C9 C 0.1991(2) 0.45014(10) 0.10484(10) 0.0149(3) Uani 1 1 d . . .
H9 H 0.2761 0.4283 0.0622 0.018 Uiso 1 1 calc R . .
C10 C 0.1323(2) 0.54281(10) 0.07773(10) 0.0133(3) Uani 1 1 d . . .
C11 C 0.1880(2) 0.60736(10) -0.01997(10) 0.0149(3) Uani 1 1 d . . .
C12 C 0.0357(2) 0.42165(10) 0.26134(10) 0.0140(3) Uani 1 1 d . . .
C13 C -0.0296(2) 0.51468(10) 0.23300(10) 0.0151(3) Uani 1 1 d . . .
H13 H -0.1063 0.5368 0.2755 0.018 Uiso 1 1 calc R . .
C14 C 0.0178(2) 0.57480(10) 0.14243(10) 0.0140(3) Uani 1 1 d . . .
H14 H -0.0269 0.6368 0.1247 0.017 Uiso 1 1 calc R . .
C15 C 0.3731(2) 0.84062(10) 0.03906(10) 0.0151(3) Uani 1 1 d . . .
C16 C 0.3992(2) 0.74498(10) 0.11046(10) 0.0133(3) Uani 1 1 d . . .
C17 C 0.3105(2) 0.72712(10) 0.20144(10) 0.0140(3) Uani 1 1 d . . .
H17 H 0.2388 0.7739 0.2179 0.017 Uiso 1 1 calc R . .
C18 C 0.3314(2) 0.63814(10) 0.26697(10) 0.0137(3) Uani 1 1 d . . .
C19 C 0.4408(2) 0.56763(10) 0.24362(10) 0.0141(3) Uani 1 1 d . . .
C20 C 0.5084(2) 0.67507(10) 0.08681(10) 0.0153(3) Uani 1 1 d . . .
H20 H 0.5676 0.6877 0.0261 0.018 Uiso 1 1 calc R . .
C21 C 0.5298(2) 0.58671(10) 0.15293(10) 0.0154(3) Uani 1 1 d . . .
H21 H 0.6034 0.5404 0.1366 0.018 Uiso 1 1 calc R . .
C22 C 0.6940(2) 0.64477(11) 0.43250(11) 0.0214(3) Uani 1 1 d . . .
H22A H 0.8086 0.6448 0.4593 0.032 Uiso 1 1 calc R . .
H22B H 0.7102 0.6020 0.3983 0.032 Uiso 1 1 calc R . .
H22C H 0.5885 0.6252 0.4812 0.032 Uiso 1 1 calc R . .
C23 C 0.7357(2) 0.76229(10) 0.27553(10) 0.0141(3) Uani 1 1 d . . .
C24 C 0.5884(2) 0.91333(10) 0.24748(10) 0.0120(3) Uani 1 1 d . . .
C25 C 0.5462(2) 0.80105(10) 0.40780(10) 0.0136(3) Uani 1 1 d . . .
C26 C 0.7877(2) 0.87639(11) 0.11747(10) 0.0163(3) Uani 1 1 d . . .
H26A H 0.7319 0.9342 0.0803 0.024 Uiso 1 1 calc R . .
H26B H 0.7699 0.8275 0.0933 0.024 Uiso 1 1 calc R . .
H26C H 0.9220 0.8847 0.1157 0.024 Uiso 1 1 calc R . .
C27 C 0.4437(2) 1.03573(10) 0.26221(10) 0.0141(3) Uani 1 1 d . . .
H27 H 0.3931 1.0965 0.2487 0.017 Uiso 1 1 calc R . .
C28 C 0.5173(2) 0.89062(10) 0.33990(10) 0.0127(3) Uani 1 1 d . . .


_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

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 C12 1.7242(15) . ?
Cl2 C19 1.7320(15) . ?
O1 C3 1.2353(18) . ?
O2 C5 1.2145(17) . ?
O3 N5 1.2240(18) . ?
O4 C11 1.2159(18) . ?
O5 C11 1.3194(18) . ?
O5 H5 0.8200 . ?
O6 N5 1.2244(17) . ?
O7 C15 1.2058(18) . ?
O8 C15 1.3222(18) . ?
O8 H8 0.8200 . ?
O9 N6 1.2212(17) . ?
O10 N6 1.2267(17) . ?
O11 C25 1.2344(18) . ?
O12 C23 1.2198(17) . ?
N1 C1 1.3347(19) . ?
N1 C2 1.3810(18) . ?
N1 H1 0.8600 . ?
N2 C3 1.3938(18) . ?
N2 C5 1.4103(18) . ?
N2 C4 1.4719(18) . ?
N3 C6 1.3692(18) . ?
N3 C5 1.3851(18) . ?
N3 C7 1.4713(18) . ?
N4 C1 1.3381(19) . ?
N4 C6 1.3623(18) . ?
N5 C8 1.4727(18) . ?
N6 C18 1.4723(18) . ?
N7 C25 1.3999(18) . ?
N7 C23 1.4052(18) . ?
N7 C22 1.4718(18) . ?
N8 C24 1.3748(18) . ?
N8 C23 1.3789(19) . ?
N8 C26 1.4681(18) . ?
N9 C27 1.3402(18) . ?
N9 C24 1.3636(18) . ?
N10 C27 1.3364(19) . ?
N10 C28 1.3793(18) . ?
N10 H10 0.8600 . ?
C1 H1A 0.9300 . ?
C2 C6 1.370(2) . ?
C2 C3 1.420(2) . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 C9 1.390(2) . ?
C8 C12 1.402(2) . ?
C9 C10 1.3894(19) . ?
C9 H9 0.9300 . ?
C10 C14 1.394(2) . ?
C10 C11 1.496(2) . ?
C12 C13 1.391(2) . ?
C13 C14 1.384(2) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 C16 1.503(2) . ?
C16 C20 1.391(2) . ?
C16 C17 1.395(2) . ?
C17 C18 1.389(2) . ?
C17 H17 0.9300 . ?
C18 C19 1.397(2) . ?
C19 C21 1.389(2) . ?
C20 C21 1.387(2) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C24 C28 1.372(2) . ?
C25 C28 1.420(2) . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 H27 0.9300 . ?

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
C11 O5 H5 109.5 . . ?
C15 O8 H8 109.5 . . ?
C1 N1 C2 106.51(12) . . ?
C1 N1 H1 126.7 . . ?
C2 N1 H1 126.7 . . ?
C3 N2 C5 126.73(12) . . ?
C3 N2 C4 117.24(12) . . ?
C5 N2 C4 116.01(11) . . ?
C6 N3 C5 119.13(12) . . ?
C6 N3 C7 120.72(12) . . ?
C5 N3 C7 119.96(12) . . ?
C1 N4 C6 104.02(12) . . ?
O3 N5 O6 123.27(13) . . ?
O3 N5 C8 119.11(13) . . ?
O6 N5 C8 117.62(13) . . ?
O9 N6 O10 124.76(13) . . ?
O9 N6 C18 118.20(12) . . ?
O10 N6 C18 117.03(12) . . ?
C25 N7 C23 126.29(12) . . ?
C25 N7 C22 117.18(12) . . ?
C23 N7 C22 116.52(12) . . ?
C24 N8 C23 119.13(12) . . ?
C24 N8 C26 122.27(12) . . ?
C23 N8 C26 118.13(12) . . ?
C27 N9 C24 103.65(12) . . ?
C27 N10 C28 106.49(12) . . ?
C27 N10 H10 126.8 . . ?
C28 N10 H10 126.8 . . ?
N1 C1 N4 112.97(13) . . ?
N1 C1 H1A 123.5 . . ?
N4 C1 H1A 123.5 . . ?
C6 C2 N1 105.56(12) . . ?
C6 C2 C3 122.36(13) . . ?
N1 C2 C3 132.03(13) . . ?
O1 C3 N2 120.72(13) . . ?
O1 C3 C2 126.93(13) . . ?
N2 C3 C2 112.34(12) . . ?
N2 C4 H4A 109.5 . . ?
N2 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
N2 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
O2 C5 N3 122.43(13) . . ?
O2 C5 N2 120.96(13) . . ?
N3 C5 N2 116.61(12) . . ?
N4 C6 N3 126.42(13) . . ?
N4 C6 C2 110.93(12) . . ?
N3 C6 C2 122.62(13) . . ?
N3 C7 H7A 109.5 . . ?
N3 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
N3 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C9 C8 C12 120.95(13) . . ?
C9 C8 N5 116.46(13) . . ?
C12 C8 N5 122.59(13) . . ?
C10 C9 C8 119.89(13) . . ?
C10 C9 H9 120.1 . . ?
C8 C9 H9 120.1 . . ?
C9 C10 C14 119.54(14) . . ?
C9 C10 C11 119.46(13) . . ?
C14 C10 C11 120.99(13) . . ?
O4 C11 O5 124.48(14) . . ?
O4 C11 C10 123.30(13) . . ?
O5 C11 C10 112.22(12) . . ?
C13 C12 C8 118.37(13) . . ?
C13 C12 Cl1 116.32(11) . . ?
C8 C12 Cl1 125.30(11) . . ?
C14 C13 C12 120.94(13) . . ?
C14 C13 H13 119.5 . . ?
C12 C13 H13 119.5 . . ?
C13 C14 C10 120.31(13) . . ?
C13 C14 H14 119.8 . . ?
C10 C14 H14 119.8 . . ?
O7 C15 O8 124.23(14) . . ?
O7 C15 C16 123.97(13) . . ?
O8 C15 C16 111.80(12) . . ?
C20 C16 C17 120.25(13) . . ?
C20 C16 C15 121.07(13) . . ?
C17 C16 C15 118.68(13) . . ?
C18 C17 C16 118.67(13) . . ?
C18 C17 H17 120.7 . . ?
C16 C17 H17 120.7 . . ?
C17 C18 C19 121.33(13) . . ?
C17 C18 N6 116.97(12) . . ?
C19 C18 N6 121.68(13) . . ?
C21 C19 C18 119.35(13) . . ?
C21 C19 Cl2 117.73(11) . . ?
C18 C19 Cl2 122.86(11) . . ?
C21 C20 C16 120.63(14) . . ?
C21 C20 H20 119.7 . . ?
C16 C20 H20 119.7 . . ?
C20 C21 C19 119.75(13) . . ?
C20 C21 H21 120.1 . . ?
C19 C21 H21 120.1 . . ?
N7 C22 H22A 109.5 . . ?
N7 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
N7 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
O12 C23 N8 121.38(13) . . ?
O12 C23 N7 121.10(13) . . ?
N8 C23 N7 117.51(12) . . ?
N9 C24 C28 111.19(12) . . ?
N9 C24 N8 126.99(13) . . ?
C28 C24 N8 121.80(13) . . ?
O11 C25 N7 121.12(13) . . ?
O11 C25 C28 126.88(13) . . ?
N7 C25 C28 111.99(12) . . ?
N8 C26 H26A 109.5 . . ?
N8 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
N8 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
N10 C27 N9 113.18(13) . . ?
N10 C27 H27 123.4 . . ?
N9 C27 H27 123.4 . . ?
C24 C28 N10 105.49(12) . . ?
C24 C28 C25 123.16(13) . . ?
N10 C28 C25 131.33(13) . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        27.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.346
_refine_diff_density_min         -0.324
_refine_diff_density_rms         0.052
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_cmr_sg_132_1
_database_code_depnum_ccdc_archive 'CCDC 915068'
_audit_update_record             
;
2012-12-10 deposited with the CCDC.
2018-01-17 downloaded from the CCDC.
;
#TrackingRef 'web_deposit_cif_file_2_SoumyajitGhosh_1355151707.CMR_SG_132_1.cif'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            'Theophylline:3,4 dichlorobenzoic acid'
_chemical_melting_point          457.13
_chemical_formula_moiety         'C7 H8 N4 O2, 2(C7 H4 Cl2 O2)'
_chemical_formula_sum            'C21 H16 Cl4 N4 O6'
_chemical_formula_weight         562.18

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'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   'P-1 '
_symmetry_space_group_name_Hall  '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.191(3)
_cell_length_b                   10.459(3)
_cell_length_c                   12.777(3)
_cell_angle_alpha                98.980(5)
_cell_angle_beta                 108.898(5)
_cell_angle_gamma                108.434(5)
_cell_volume                     1170.6(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    296
_cell_measurement_reflns_used    4112
_cell_measurement_theta_min      2.30
_cell_measurement_theta_max      26.47

_exptl_crystal_description       block
_exptl_crystal_colour            white
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.42
_exptl_crystal_size_min          0.22
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.595
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             572
_exptl_absorpt_coefficient_mu    0.553
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.757
_exptl_absorpt_correction_T_max  0.885
_exptl_absorpt_process_details   'multi-scan absorption correction'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      296
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'BRUKER KAPPA APEX II DUO'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            14470
_diffrn_reflns_av_R_equivalents  0.0383
_diffrn_reflns_av_sigmaI/netI    0.0452
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.76
_diffrn_reflns_theta_max         27.00
_reflns_number_total             4908
_reflns_number_gt                2893
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0530P)²+0.6157P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4908
_refine_ls_number_parameters     324
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0908
_refine_ls_R_factor_gt           0.0442
_refine_ls_wR_factor_ref         0.1340
_refine_ls_wR_factor_gt          0.1041
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_restrained_S_all      1.013
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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 0.45553(11) 0.48662(11) 0.81894(9) 0.0823(3) Uani 1 1 d . . .
Cl2 Cl 0.78865(11) 0.55768(10) 0.99194(8) 0.0733(3) Uani 1 1 d . . .
Cl3 Cl -0.35176(10) 0.62739(11) 0.61865(8) 0.0807(3) Uani 1 1 d . . .
Cl4 Cl -0.20859(10) 0.87133(11) 0.85107(9) 0.0861(3) Uani 1 1 d . . .
N4 N 0.8352(3) -0.0967(3) 0.2132(2) 0.0527(6) Uani 1 1 d . . .
O2 O 0.8243(3) 0.3267(2) 0.4955(2) 0.0771(7) Uani 1 1 d . . .
O3 O 1.1106(2) 0.0861(2) 0.43879(17) 0.0566(5) Uani 1 1 d . . .
O4 O 0.7395(2) 0.0602(2) 0.6158(2) 0.0670(6) Uani 1 1 d . . .
H5 H 0.7958 0.0218 0.6079 0.101 Uiso 1 1 calc R . .
O5 O 0.9424(3) 0.2008(3) 0.7737(2) 0.0760(7) Uani 1 1 d . . .
O6 O 0.3342(2) 0.8890(2) 1.03849(18) 0.0621(6) Uani 1 1 d . . .
H6 H 0.4239 0.9099 1.0764 0.093 Uiso 1 1 calc R . .
O7 O 0.3653(3) 0.7321(3) 0.9202(2) 0.0751(7) Uani 1 1 d . . .
N1 N 0.9651(3) 0.2049(3) 0.4659(2) 0.0508(6) Uani 1 1 d . . .
N2 N 0.6257(3) -0.0560(3) 0.1679(2) 0.0528(6) Uani 1 1 d . . .
N3 N 0.7121(3) 0.1396(3) 0.3373(2) 0.0505(6) Uani 1 1 d . . .
C1 C 0.6955(4) -0.1337(3) 0.1363(3) 0.0573(8) Uani 1 1 d . . .
H1 H 0.6512 -0.2061 0.0677 0.069 Uiso 1 1 calc R . .
C2 C 0.8596(3) 0.0134(3) 0.3013(2) 0.0453(7) Uani 1 1 d . . .
C3 C 0.9884(3) 0.0978(3) 0.4032(2) 0.0476(7) Uani 1 1 d . . .
C4 C 1.0931(4) 0.3053(4) 0.5707(3) 0.0668(9) Uani 1 1 d . . .
H4A H 1.1477 0.2561 0.6114 0.100 Uiso 1 1 calc R . .
H4B H 1.0564 0.3502 0.6196 0.100 Uiso 1 1 calc R . .
H4C H 1.1587 0.3750 0.5497 0.100 Uiso 1 1 calc R . .
C5 C 0.8320(4) 0.2295(3) 0.4357(3) 0.0547(8) Uani 1 1 d . . .
C6 C 0.7292(3) 0.0351(3) 0.2699(2) 0.0450(7) Uani 1 1 d . . .
C7 C 0.5705(4) 0.1621(4) 0.3030(3) 0.0680(10) Uani 1 1 d . . .
H7A H 0.5794 0.2378 0.3617 0.102 Uiso 1 1 calc R . .
H7B H 0.4891 0.0777 0.2938 0.102 Uiso 1 1 calc R . .
H7C H 0.5505 0.1855 0.2313 0.102 Uiso 1 1 calc R . .
C8 C 0.8126(4) 0.1674(3) 0.7099(3) 0.0575(8) Uani 1 1 d . . .
C9 C 0.7203(3) 0.2452(3) 0.7328(3) 0.0513(7) Uani 1 1 d . . .
C10 C 0.5742(4) 0.2131(4) 0.6557(3) 0.0604(8) Uani 1 1 d . . .
H10 H 0.5306 0.1417 0.5866 0.072 Uiso 1 1 calc R . .
C11 C 0.4944(4) 0.2890(4) 0.6833(3) 0.0669(9) Uani 1 1 d . . .
H11 H 0.3968 0.2685 0.6319 0.080 Uiso 1 1 calc R . .
C12 C 0.5575(4) 0.3942(3) 0.7857(3) 0.0583(8) Uani 1 1 d . . .
C13 C 0.7851(4) 0.3514(3) 0.8355(3) 0.0523(7) Uani 1 1 d . . .
H13 H 0.8833 0.3730 0.8864 0.063 Uiso 1 1 calc R . .
C14 C 0.7034(4) 0.4260(3) 0.8625(3) 0.0533(8) Uani 1 1 d . . .
C15 C 0.2872(4) 0.7866(3) 0.9444(3) 0.0548(8) Uani 1 1 d . . .
C16 C 0.1259(3) 0.7445(3) 0.8682(2) 0.0482(7) Uani 1 1 d . . .
C17 C 0.0591(4) 0.6339(3) 0.7683(3) 0.0589(8) Uani 1 1 d . . .
H17 H 0.1141 0.5836 0.7518 0.071 Uiso 1 1 calc R . .
C18 C -0.0875(4) 0.5966(3) 0.6929(3) 0.0613(8) Uani 1 1 d . . .
H18 H -0.1307 0.5217 0.6261 0.074 Uiso 1 1 calc R . .
C19 C -0.1701(4) 0.6705(3) 0.7163(3) 0.0559(8) Uani 1 1 d . . .
C20 C 0.0404(3) 0.8156(3) 0.8929(2) 0.0515(7) Uani 1 1 d . . .
H20 H 0.0823 0.8882 0.9611 0.062 Uiso 1 1 calc R . .
C21 C -0.1068(3) 0.7792(3) 0.8171(3) 0.0531(8) Uani 1 1 d . . .
H4 H 0.899(3) -0.135(3) 0.208(2) 0.052(8) Uiso 1 1 d . . .


_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

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 C12 1.728(3) . ?
Cl2 C14 1.729(3) . ?
Cl3 C19 1.729(3) . ?
Cl4 C21 1.728(3) . ?
N4 C1 1.330(4) . ?
N4 C2 1.374(3) . ?
N4 H4 0.88(3) . ?
O2 C5 1.212(3) . ?
O3 C3 1.233(3) . ?
O4 C8 1.314(4) . ?
O4 H5 0.8200 . ?
O5 C8 1.207(4) . ?
O6 C15 1.312(4) . ?
O6 H6 0.8200 . ?
O7 C15 1.202(3) . ?
N1 C3 1.401(3) . ?
N1 C5 1.404(4) . ?
N1 C4 1.470(4) . ?
N2 C1 1.333(4) . ?
N2 C6 1.343(4) . ?
N3 C5 1.366(4) . ?
N3 C6 1.375(3) . ?
N3 C7 1.472(3) . ?
C1 H1 0.9300 . ?
C2 C6 1.361(4) . ?
C2 C3 1.414(4) . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 C9 1.491(4) . ?
C9 C13 1.383(4) . ?
C9 C10 1.389(4) . ?
C10 C11 1.386(4) . ?
C10 H10 0.9300 . ?
C11 C12 1.376(5) . ?
C11 H11 0.9300 . ?
C12 C14 1.387(4) . ?
C13 C14 1.391(4) . ?
C13 H13 0.9300 . ?
C15 C16 1.488(4) . ?
C16 C17 1.381(4) . ?
C16 C20 1.389(4) . ?
C17 C18 1.376(5) . ?
C17 H17 0.9300 . ?
C18 C19 1.377(4) . ?
C18 H18 0.9300 . ?
C19 C21 1.382(4) . ?
C20 C21 1.384(4) . ?
C20 H20 0.9300 . ?

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
C1 N4 C2 106.4(2) . . ?
C1 N4 H4 126.5(19) . . ?
C2 N4 H4 127.2(19) . . ?
C8 O4 H5 109.5 . . ?
C15 O6 H6 109.5 . . ?
C3 N1 C5 126.1(3) . . ?
C3 N1 C4 117.7(2) . . ?
C5 N1 C4 116.2(2) . . ?
C1 N2 C6 104.0(2) . . ?
C5 N3 C6 119.2(2) . . ?
C5 N3 C7 119.0(2) . . ?
C6 N3 C7 121.7(3) . . ?
N4 C1 N2 112.8(3) . . ?
N4 C1 H1 123.6 . . ?
N2 C1 H1 123.6 . . ?
C6 C2 N4 105.3(2) . . ?
C6 C2 C3 123.0(2) . . ?
N4 C2 C3 131.6(2) . . ?
O3 C3 N1 120.3(3) . . ?
O3 C3 C2 127.7(3) . . ?
N1 C3 C2 112.1(2) . . ?
N1 C4 H4A 109.5 . . ?
N1 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
N1 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
O2 C5 N3 121.7(3) . . ?
O2 C5 N1 120.8(3) . . ?
N3 C5 N1 117.5(2) . . ?
N2 C6 C2 111.5(2) . . ?
N2 C6 N3 126.5(2) . . ?
C2 C6 N3 122.0(3) . . ?
N3 C7 H7A 109.5 . . ?
N3 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
N3 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
O5 C8 O4 124.0(3) . . ?
O5 C8 C9 122.0(3) . . ?
O4 C8 C9 114.0(3) . . ?
C13 C9 C10 120.5(3) . . ?
C13 C9 C8 117.3(3) . . ?
C10 C9 C8 122.2(3) . . ?
C11 C10 C9 119.0(3) . . ?
C11 C10 H10 120.5 . . ?
C9 C10 H10 120.5 . . ?
C12 C11 C10 121.0(3) . . ?
C12 C11 H11 119.5 . . ?
C10 C11 H11 119.5 . . ?
C11 C12 C14 119.8(3) . . ?
C11 C12 Cl1 120.2(3) . . ?
C14 C12 Cl1 119.9(2) . . ?
C9 C13 C14 119.9(3) . . ?
C9 C13 H13 120.0 . . ?
C14 C13 H13 120.0 . . ?
C12 C14 C13 119.8(3) . . ?
C12 C14 Cl2 121.8(2) . . ?
C13 C14 Cl2 118.4(2) . . ?
O7 C15 O6 124.2(3) . . ?
O7 C15 C16 122.5(3) . . ?
O6 C15 C16 113.2(2) . . ?
C17 C16 C20 118.4(3) . . ?
C17 C16 C15 119.7(3) . . ?
C20 C16 C15 121.8(3) . . ?
C18 C17 C16 121.3(3) . . ?
C18 C17 H17 119.4 . . ?
C16 C17 H17 119.4 . . ?
C17 C18 C19 119.9(3) . . ?
C17 C18 H18 120.0 . . ?
C19 C18 H18 120.0 . . ?
C18 C19 C21 119.8(3) . . ?
C18 C19 Cl3 119.7(2) . . ?
C21 C19 Cl3 120.5(2) . . ?
C21 C20 C16 120.6(3) . . ?
C21 C20 H20 119.7 . . ?
C16 C20 H20 119.7 . . ?
C19 C21 C20 119.9(3) . . ?
C19 C21 Cl4 121.1(2) . . ?
C20 C21 Cl4 119.0(2) . . ?

_diffrn_measured_fraction_theta_max 0.960
_diffrn_reflns_theta_full        27.00
_diffrn_measured_fraction_theta_full 0.960
_refine_diff_density_max         0.338
_refine_diff_density_min         -0.301
_refine_diff_density_rms         0.046
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_cmr_sg_133_1
_database_code_depnum_ccdc_archive 'CCDC 915069'
_audit_update_record             
;
2012-12-10 deposited with the CCDC.
2018-01-17 downloaded from the CCDC.
;
#TrackingRef 'web_deposit_cif_file_3_SoumyajitGhosh_1355151707.CMR_SG_133_1.cif'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            Theophylline:acetazolamide
_chemical_melting_point          503.07
_chemical_formula_moiety         'C4 H6 N4 O3 S2, C7 H8 N4 O2'
_chemical_formula_sum            'C11 H14 N8 O5 S2'
_chemical_formula_weight         402.42

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'C2/c '
_symmetry_space_group_name_Hall  '-C 2yc'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   42.668(6)
_cell_length_b                   4.9516(8)
_cell_length_c                   16.838(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 106.575(6)
_cell_angle_gamma                90.00
_cell_volume                     3409.5(9)
_cell_formula_units_Z            8
_cell_measurement_temperature    296
_cell_measurement_reflns_used    4952
_cell_measurement_theta_min      2.43
_cell_measurement_theta_max      23.99

_exptl_crystal_description       needle
_exptl_crystal_colour            white
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.14
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.568
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1664
_exptl_absorpt_coefficient_mu    0.356
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.934
_exptl_absorpt_correction_T_max  0.951
_exptl_absorpt_process_details   'multi-scan absorption correction'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      296
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'BRUKER KAPPA APEX II DUO'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            25984
_diffrn_reflns_av_R_equivalents  0.0441
_diffrn_reflns_av_sigmaI/netI    0.0352
_diffrn_reflns_limit_h_min       -54
_diffrn_reflns_limit_h_max       54
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.00
_diffrn_reflns_theta_max         26.99
_reflns_number_total             3728
_reflns_number_gt                2642
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0763P)²+1.4285P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3728
_refine_ls_number_parameters     246
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0659
_refine_ls_R_factor_gt           0.0403
_refine_ls_wR_factor_ref         0.1371
_refine_ls_wR_factor_gt          0.1107
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_restrained_S_all      1.074
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
S1 S 0.085093(15) 0.73499(13) 0.40980(4) 0.03527(19) Uani 1 1 d . . .
S2 S 0.013617(15) 0.56033(14) 0.35951(4) 0.03754(19) Uani 1 1 d . . .
O1 O -0.05133(5) 0.4672(4) 0.29936(11) 0.0508(5) Uani 1 1 d . . .
O2 O 0.10859(5) 0.7682(5) 0.48832(11) 0.0573(6) Uani 1 1 d . . .
N1 N 0.10123(6) 0.5596(5) 0.35337(15) 0.0365(5) Uani 1 1 d . . .
O4 O 0.21929(4) 0.4429(4) 0.40334(10) 0.0421(4) Uani 1 1 d . . .
O5 O 0.15063(4) 1.1534(4) 0.40254(11) 0.0462(5) Uani 1 1 d . . .
O3 O 0.06921(5) 0.9595(4) 0.36150(12) 0.0480(5) Uani 1 1 d . . .
N2 N -0.02626(5) 0.1897(5) 0.40403(12) 0.0370(5) Uani 1 1 d . . .
H2 H -0.0283 0.0546 0.4343 0.044 Uiso 1 1 calc R . .
N3 N 0.02805(5) 0.2334(4) 0.48291(12) 0.0357(5) Uani 1 1 d . . .
N4 N 0.05667(5) 0.3710(5) 0.48718(12) 0.0366(5) Uani 1 1 d . . .
N5 N 0.18506(5) 0.7996(4) 0.40434(12) 0.0347(5) Uani 1 1 d . . .
N6 N 0.23805(5) 0.4825(4) 0.59298(12) 0.0381(5) Uani 1 1 d . . .
H6 H 0.2502 0.3502 0.5869 0.046 Uiso 1 1 calc R . .
N7 N 0.17973(5) 0.9953(4) 0.52871(12) 0.0354(5) Uani 1 1 d . . .
N8 N 0.21476(5) 0.7935(5) 0.65514(12) 0.0425(5) Uani 1 1 d . . .
C1 C 0.05245(6) 0.5427(5) 0.42686(14) 0.0332(5) Uani 1 1 d . . .
C2 C 0.00399(6) 0.3097(5) 0.41905(13) 0.0315(5) Uani 1 1 d . . .
C3 C -0.05316(6) 0.2745(6) 0.34343(15) 0.0380(6) Uani 1 1 d . . .
C4 C -0.08383(6) 0.1179(7) 0.33586(17) 0.0521(8) Uani 1 1 d . . .
H4A H -0.0992 0.2286 0.3532 0.078 Uiso 1 1 calc R . .
H4B H -0.0789 -0.0399 0.3703 0.078 Uiso 1 1 calc R . .
H4C H -0.0932 0.0644 0.2792 0.078 Uiso 1 1 calc R . .
C5 C 0.17449(7) 0.8028(7) 0.31354(15) 0.0510(8) Uani 1 1 d . . .
H5A H 0.1839 0.6515 0.2929 0.076 Uiso 1 1 calc R . .
H5B H 0.1816 0.9674 0.2940 0.076 Uiso 1 1 calc R . .
H5C H 0.1511 0.7916 0.2942 0.076 Uiso 1 1 calc R . .
C6 C 0.20816(5) 0.6069(5) 0.44353(14) 0.0333(5) Uani 1 1 d . . .
C7 C 0.21645(5) 0.6283(5) 0.53107(14) 0.0326(5) Uani 1 1 d . . .
C8 C 0.23610(6) 0.5906(6) 0.66465(15) 0.0439(7) Uani 1 1 d . . .
H8 H 0.2485 0.5295 0.7163 0.053 Uiso 1 1 calc R . .
C9 C 0.17049(6) 0.9930(5) 0.44350(16) 0.0359(6) Uani 1 1 d . . .
C10 C 0.20300(5) 0.8133(5) 0.57107(15) 0.0342(5) Uani 1 1 d . . .
C11 C 0.16299(6) 1.1754(6) 0.57298(17) 0.0445(7) Uani 1 1 d . . .
H11A H 0.1545 1.3290 0.5389 0.067 Uiso 1 1 calc R . .
H11B H 0.1782 1.2349 0.6237 0.067 Uiso 1 1 calc R . .
H11C H 0.1454 1.0797 0.5852 0.067 Uiso 1 1 calc R . .
H1 H 0.1143(7) 0.441(7) 0.3748(17) 0.050(9) Uiso 1 1 d . . .
H3 H 0.0879(7) 0.529(6) 0.3078(18) 0.046(9) Uiso 1 1 d . . .


_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
S1 O2 1.4224(19) . ?
S1 O3 1.429(2) . ?
S1 N1 1.583(2) . ?
S1 C1 1.777(2) . ?
S2 C2 1.717(2) . ?
S2 C1 1.723(2) . ?
O1 C3 1.225(3) . ?
N1 H1 0.82(3) . ?
N1 H3 0.83(3) . ?
O4 C6 1.235(3) . ?
O5 C9 1.221(3) . ?
N2 C3 1.366(3) . ?
N2 C2 1.377(3) . ?
N2 H2 0.8600 . ?
N3 C2 1.313(3) . ?
N3 N4 1.382(3) . ?
N4 C1 1.297(3) . ?
N5 C6 1.395(3) . ?
N5 C9 1.404(3) . ?
N5 C5 1.465(3) . ?
N6 C8 1.344(3) . ?
N6 C7 1.382(3) . ?
N6 H6 0.8600 . ?
N7 C9 1.375(3) . ?
N7 C10 1.379(3) . ?
N7 C11 1.471(3) . ?
N8 C8 1.334(4) . ?
N8 C10 1.364(3) . ?
C3 C4 1.495(4) . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 C7 1.418(3) . ?
C7 C10 1.357(3) . ?
C8 H8 0.9300 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?

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
O2 S1 O3 122.21(14) . . ?
O2 S1 N1 108.02(14) . . ?
O3 S1 N1 107.58(13) . . ?
O2 S1 C1 106.78(11) . . ?
O3 S1 C1 104.05(12) . . ?
N1 S1 C1 107.35(12) . . ?
C2 S2 C1 85.67(11) . . ?
S1 N1 H1 119(2) . . ?
S1 N1 H3 111(2) . . ?
H1 N1 H3 119(3) . . ?
C3 N2 C2 123.2(2) . . ?
C3 N2 H2 118.4 . . ?
C2 N2 H2 118.4 . . ?
C2 N3 N4 111.95(19) . . ?
C1 N4 N3 111.0(2) . . ?
C6 N5 C9 126.3(2) . . ?
C6 N5 C5 117.8(2) . . ?
C9 N5 C5 115.9(2) . . ?
C8 N6 C7 105.7(2) . . ?
C8 N6 H6 127.2 . . ?
C7 N6 H6 127.2 . . ?
C9 N7 C10 118.9(2) . . ?
C9 N7 C11 119.8(2) . . ?
C10 N7 C11 121.0(2) . . ?
C8 N8 C10 102.4(2) . . ?
N4 C1 S2 116.18(19) . . ?
N4 C1 S1 122.53(18) . . ?
S2 C1 S1 121.17(14) . . ?
N3 C2 N2 120.0(2) . . ?
N3 C2 S2 115.13(18) . . ?
N2 C2 S2 124.92(17) . . ?
O1 C3 N2 120.5(2) . . ?
O1 C3 C4 123.9(2) . . ?
N2 C3 C4 115.6(2) . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N5 C5 H5A 109.5 . . ?
N5 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
N5 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
O4 C6 N5 121.4(2) . . ?
O4 C6 C7 126.7(2) . . ?
N5 C6 C7 111.9(2) . . ?
C10 C7 N6 105.3(2) . . ?
C10 C7 C6 123.4(2) . . ?
N6 C7 C6 131.3(2) . . ?
N8 C8 N6 114.0(2) . . ?
N8 C8 H8 123.0 . . ?
N6 C8 H8 123.0 . . ?
O5 C9 N7 122.0(2) . . ?
O5 C9 N5 120.5(2) . . ?
N7 C9 N5 117.5(2) . . ?
C7 C10 N8 112.6(2) . . ?
C7 C10 N7 121.9(2) . . ?
N8 C10 N7 125.5(2) . . ?
N7 C11 H11A 109.5 . . ?
N7 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
N7 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        26.99
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.354
_refine_diff_density_min         -0.432
_refine_diff_density_rms         0.089
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_cmr_sg_148_1
_database_code_depnum_ccdc_archive 'CCDC 915071'
_audit_update_record             
;
2012-12-10 deposited with the CCDC.
2018-01-17 downloaded from the CCDC.
;
#TrackingRef 'web_deposit_cif_file_5_SoumyajitGhosh_1355151707.CMR_SG_148_1.cif'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            Theophylline:4hydroxy-benzamide
_chemical_melting_point          507.08
_chemical_formula_moiety         'C7 H8 N4 O2, C7 H7 N O2'
_chemical_formula_sum            'C14 H15 N5 O4'
_chemical_formula_weight         317.31

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'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   'Pbcn '
_symmetry_space_group_name_Hall  '-P 2n 2ab'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x+1/2, -y+1/2, -z'
'-x, y, -z+1/2'
'-x+1/2, -y+1/2, z+1/2'
'-x, -y, -z'
'-x-1/2, y-1/2, z'
'x, -y, z-1/2'
'x-1/2, y-1/2, -z-1/2'

_cell_length_a                   8.0218(9)
_cell_length_b                   14.3076(15)
_cell_length_c                   25.258(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2898.9(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    100
_cell_measurement_reflns_used    3829
_cell_measurement_theta_min      2.85
_cell_measurement_theta_max      29.58

_exptl_crystal_description       block
_exptl_crystal_colour            white
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.454
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1328
_exptl_absorpt_coefficient_mu    0.110
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.968
_exptl_absorpt_correction_T_max  0.980
_exptl_absorpt_process_details   'multi-scan absorption correction'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      100
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'BRUKER KAPPA APEX II DUO'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            13720
_diffrn_reflns_av_R_equivalents  0.0370
_diffrn_reflns_av_sigmaI/netI    0.0297
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_theta_min         2.85
_diffrn_reflns_theta_max         26.99
_reflns_number_total             3170
_reflns_number_gt                2466
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0271P)²+2.9084P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3170
_refine_ls_number_parameters     219
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0598
_refine_ls_R_factor_gt           0.0425
_refine_ls_wR_factor_ref         0.0991
_refine_ls_wR_factor_gt          0.0902
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_restrained_S_all      1.020
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
O1 O 0.31823(16) 0.49356(8) 0.22538(5) 0.0249(3) Uani 1 1 d . . .
O2 O 0.63924(17) 0.54867(9) 0.07826(5) 0.0281(3) Uani 1 1 d . . .
O3 O -0.11115(17) 0.65573(9) 0.17926(5) 0.0283(3) Uani 1 1 d . . .
O4 O 0.33828(19) 0.61154(9) -0.02350(5) 0.0323(3) Uani 1 1 d . . .
H4 H 0.3491 0.5613 -0.0387 0.048 Uiso 1 1 calc R . .
N5 N -0.0807(2) 0.49951(11) 0.18485(6) 0.0248(3) Uani 1 1 d . . .
N1 N 0.54287(19) 0.67488(10) 0.12238(6) 0.0215(3) Uani 1 1 d . . .
N2 N 0.4148(2) 0.79919(10) 0.17474(6) 0.0243(3) Uani 1 1 d . . .
N3 N 0.28536(19) 0.70540(10) 0.23302(6) 0.0197(3) Uani 1 1 d . . .
H3 H 0.2249 0.6880 0.2593 0.024 Uiso 1 1 calc R . .
N4 N 0.48587(19) 0.52213(10) 0.15313(6) 0.0214(3) Uani 1 1 d . . .
C1 C 0.3846(2) 0.55071(12) 0.19545(7) 0.0189(4) Uani 1 1 d . . .
C2 C 0.3715(2) 0.64875(12) 0.19823(7) 0.0186(4) Uani 1 1 d . . .
C3 C 0.4479(2) 0.70839(12) 0.16347(7) 0.0188(4) Uani 1 1 d . . .
C4 C 0.6246(3) 0.73765(14) 0.08465(8) 0.0311(5) Uani 1 1 d . . .
H4A H 0.7381 0.7183 0.0796 0.047 Uiso 1 1 calc R . .
H4B H 0.6225 0.8003 0.0982 0.047 Uiso 1 1 calc R . .
H4C H 0.5667 0.7355 0.0514 0.047 Uiso 1 1 calc R . .
C5 C 0.5599(2) 0.58055(12) 0.11569(7) 0.0212(4) Uani 1 1 d . . .
C6 C 0.3154(2) 0.79304(12) 0.21726(7) 0.0241(4) Uani 1 1 d . . .
H6 H 0.2712 0.8451 0.2343 0.029 Uiso 1 1 calc R . .
C7 C 0.5111(3) 0.42125(12) 0.14595(8) 0.0306(5) Uani 1 1 d . . .
H7A H 0.4359 0.3985 0.1193 0.046 Uiso 1 1 calc R . .
H7B H 0.4899 0.3895 0.1788 0.046 Uiso 1 1 calc R . .
H7C H 0.6239 0.4098 0.1350 0.046 Uiso 1 1 calc R . .
C8 C -0.0516(2) 0.58184(13) 0.16139(7) 0.0214(4) Uani 1 1 d . . .
C9 C 0.0523(2) 0.58406(12) 0.11268(7) 0.0201(4) Uani 1 1 d . . .
C10 C 0.1001(2) 0.67115(13) 0.09342(7) 0.0238(4) Uani 1 1 d . . .
H10 H 0.0670 0.7249 0.1113 0.029 Uiso 1 1 calc R . .
C11 C 0.1959(2) 0.67921(13) 0.04819(7) 0.0264(4) Uani 1 1 d . . .
H11 H 0.2278 0.7379 0.0361 0.032 Uiso 1 1 calc R . .
C12 C 0.2446(2) 0.59940(13) 0.02081(7) 0.0237(4) Uani 1 1 d . . .
C13 C 0.1031(2) 0.50463(13) 0.08504(7) 0.0256(4) Uani 1 1 d . . .
H13 H 0.0728 0.4458 0.0974 0.031 Uiso 1 1 calc R . .
C14 C 0.1982(2) 0.51196(13) 0.03937(7) 0.0266(4) Uani 1 1 d . . .
H14 H 0.2308 0.4584 0.0213 0.032 Uiso 1 1 calc R . .
H6A H -0.146(3) 0.4992(16) 0.2138(9) 0.038(6) Uiso 1 1 d . . .
H5A H -0.029(3) 0.4462(17) 0.1744(9) 0.043(7) Uiso 1 1 d . . .


_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
O1 C1 1.235(2) . ?
O2 C5 1.228(2) . ?
O3 C8 1.245(2) . ?
O4 C12 1.359(2) . ?
O4 H4 0.8200 . ?
N5 C8 1.339(2) . ?
N5 H6A 0.90(2) . ?
N5 H5A 0.91(2) . ?
N1 C5 1.367(2) . ?
N1 C3 1.374(2) . ?
N1 C4 1.464(2) . ?
N2 C6 1.341(2) . ?
N2 C3 1.356(2) . ?
N3 C6 1.337(2) . ?
N3 C2 1.381(2) . ?
N3 H3 0.8600 . ?
N4 C5 1.395(2) . ?
N4 C1 1.403(2) . ?
N4 C7 1.469(2) . ?
C1 C2 1.408(2) . ?
C2 C3 1.369(2) . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C6 H6 0.9300 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 C9 1.487(2) . ?
C9 C13 1.395(2) . ?
C9 C10 1.391(2) . ?
C10 C11 1.382(3) . ?
C10 H10 0.9300 . ?
C11 C12 1.391(3) . ?
C11 H11 0.9300 . ?
C12 C14 1.387(3) . ?
C13 C14 1.387(3) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?

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
C12 O4 H4 109.5 . . ?
C8 N5 H6A 117.8(15) . . ?
C8 N5 H5A 122.1(15) . . ?
H6A N5 H5A 120(2) . . ?
C5 N1 C3 119.55(15) . . ?
C5 N1 C4 118.71(15) . . ?
C3 N1 C4 121.72(15) . . ?
C6 N2 C3 102.80(14) . . ?
C6 N3 C2 105.71(15) . . ?
C6 N3 H3 127.1 . . ?
C2 N3 H3 127.1 . . ?
C5 N4 C1 126.02(14) . . ?
C5 N4 C7 116.52(15) . . ?
C1 N4 C7 117.40(14) . . ?
O1 C1 C2 126.65(16) . . ?
O1 C1 N4 121.54(15) . . ?
C2 C1 N4 111.81(15) . . ?
C3 C2 N3 105.43(15) . . ?
C3 C2 C1 123.74(16) . . ?
N3 C2 C1 130.83(16) . . ?
N2 C3 C2 112.03(15) . . ?
N2 C3 N1 126.96(16) . . ?
C2 C3 N1 121.00(15) . . ?
N1 C4 H4A 109.5 . . ?
N1 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
N1 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
O2 C5 N1 120.91(16) . . ?
O2 C5 N4 121.35(16) . . ?
N1 C5 N4 117.73(15) . . ?
N2 C6 N3 114.02(16) . . ?
N2 C6 H6 123.0 . . ?
N3 C6 H6 123.0 . . ?
N4 C7 H7A 109.5 . . ?
N4 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
N4 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
O3 C8 N5 121.31(16) . . ?
O3 C8 C9 119.81(16) . . ?
N5 C8 C9 118.87(16) . . ?
C13 C9 C10 118.30(16) . . ?
C13 C9 C8 124.11(16) . . ?
C10 C9 C8 117.58(16) . . ?
C11 C10 C9 121.13(17) . . ?
C11 C10 H10 119.4 . . ?
C9 C10 H10 119.4 . . ?
C10 C11 C12 119.92(17) . . ?
C10 C11 H11 120.0 . . ?
C12 C11 H11 120.0 . . ?
O4 C12 C14 122.82(16) . . ?
O4 C12 C11 117.37(16) . . ?
C14 C12 C11 119.81(16) . . ?
C9 C13 C14 121.03(17) . . ?
C9 C13 H13 119.5 . . ?
C14 C13 H13 119.5 . . ?
C12 C14 C13 119.80(17) . . ?
C12 C14 H14 120.1 . . ?
C13 C14 H14 120.1 . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        26.99
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.251
_refine_diff_density_min         -0.248
_refine_diff_density_rms         0.048


####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_cmr_sg_134_1
_database_code_depnum_ccdc_archive 'CCDC 915070'
_audit_update_record             
;
2012-12-10 deposited with the CCDC.
2018-01-17 downloaded from the CCDC.
;
#TrackingRef 'web_deposit_cif_file_4_SoumyajitGhosh_1355151707.CMR_SG_134_1.cif'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            'Theophylline:4-fluoro-3-nitrobenzoic acid'
_chemical_melting_point          463.76
_chemical_formula_moiety         'C7 H4 F N O4, C7 H8 N4 O2'
_chemical_formula_sum            'C14 H12 F N5 O6'
_chemical_formula_weight         365.29

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   'P-1 '
_symmetry_space_group_name_Hall  '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.203(4)
_cell_length_b                   14.913(9)
_cell_length_c                   16.014(10)
_cell_angle_alpha                63.098(10)
_cell_angle_beta                 86.349(12)
_cell_angle_gamma                84.677(12)
_cell_volume                     1527.0(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    296
_cell_measurement_reflns_used    2066
_cell_measurement_theta_min      2.52
_cell_measurement_theta_max      22.91

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.589
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             752
_exptl_absorpt_coefficient_mu    0.134
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.981
_exptl_absorpt_correction_T_max  0.989
_exptl_absorpt_process_details   'multi-scan absorption correction'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      296
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'BRUKER KAPPA APEX II DUO'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            24045
_diffrn_reflns_av_R_equivalents  0.1116
_diffrn_reflns_av_sigmaI/netI    0.1208
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.43
_diffrn_reflns_theta_max         27.00
_reflns_number_total             6643
_reflns_number_gt                3135
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.2000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6643
_refine_ls_number_parameters     478
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2024
_refine_ls_R_factor_gt           0.1225
_refine_ls_wR_factor_ref         0.3556
_refine_ls_wR_factor_gt          0.2934
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_restrained_S_all      1.065
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
F1 F 0.4346(5) 0.7347(2) 0.5881(2) 0.0680(11) Uani 1 1 d . . .
F2 F -0.0870(5) 0.7736(3) 0.5805(2) 0.0627(10) Uani 1 1 d . . .
O1 O 0.9448(6) 0.1504(3) 0.1671(3) 0.0608(12) Uani 1 1 d . . .
O2 O 0.7127(6) 0.4740(3) 0.0796(3) 0.0573(11) Uani 1 1 d . . .
O3 O 0.8342(7) 0.6813(3) 0.2557(3) 0.0613(12) Uani 1 1 d . . .
H3A H 0.8727 0.6563 0.2211 0.092 Uiso 1 1 calc R . .
O4 O 0.6062(8) 0.4420(3) 0.6757(3) 0.0824(16) Uani 1 1 d . . .
O5A O 0.8804(8) 0.5253(3) 0.3658(3) 0.0796(15) Uani 1 1 d . . .
O6 O 0.4360(6) 1.0228(3) 0.7420(3) 0.0619(12) Uani 1 1 d . . .
O7 O 0.7056(6) 0.7069(3) 0.8317(3) 0.0537(11) Uani 1 1 d . . .
O8 O 0.1593(7) 0.9441(3) 0.1533(3) 0.0766(15) Uani 1 1 d . . .
C29 C 0.0734(8) 0.7208(4) 0.4760(4) 0.0473(14) Uani 1 1 d . . .
H29 H 0.0887 0.6553 0.5237 0.057 Uiso 1 1 calc R . .
O10 O 0.2896(6) 0.7896(3) 0.2148(3) 0.0660(13) Uani 1 1 d . . .
O11 O -0.2929(7) 0.9484(4) 0.4885(3) 0.0758(14) Uani 1 1 d . . .
O12 O -0.0972(7) 1.0546(3) 0.3989(3) 0.0748(14) Uani 1 1 d . . .
C2 C 0.7956(10) 0.2871(4) 0.2214(3) 0.0561(16) Uani 1 1 d . . .
H2A H 0.8945 0.3058 0.2465 0.084 Uiso 1 1 calc R . .
H2B H 0.7844 0.2157 0.2558 0.084 Uiso 1 1 calc R . .
H2C H 0.6805 0.3223 0.2267 0.084 Uiso 1 1 calc R . .
N2 N 0.8371(6) 0.3133(3) 0.1234(3) 0.0383(10) Uani 1 1 d . . .
N3 N 0.9737(6) 0.2580(3) 0.0141(3) 0.0368(10) Uani 1 1 d . . .
C3 C 1.0591(8) 0.1802(4) -0.0117(4) 0.0472(14) Uani 1 1 d . . .
H3B H 0.9706 0.1644 -0.0446 0.071 Uiso 1 1 calc R . .
H3C H 1.0952 0.1206 0.0439 0.071 Uiso 1 1 calc R . .
H3D H 1.1671 0.2048 -0.0513 0.071 Uiso 1 1 calc R . .
C14 C 0.5511(8) 0.7728(4) 0.4390(4) 0.0442(13) Uani 1 1 d . . .
H14 H 0.5073 0.8398 0.4194 0.053 Uiso 1 1 calc R . .
N6 N 0.5671(8) 0.5284(4) 0.6559(3) 0.0565(13) Uani 1 1 d . . .
N7 N 0.4278(6) 0.9195(3) 0.8963(3) 0.0355(10) Uani 1 1 d . . .
N8 N 0.5714(6) 0.8654(3) 0.7874(3) 0.0415(11) Uani 1 1 d . . .
C30 C 0.1889(7) 0.8651(4) 0.2201(3) 0.0409(12) Uani 1 1 d . . .
N10A N -0.1542(7) 0.9708(4) 0.4379(3) 0.0515(12) Uani 1 1 d . . .
C1 C 0.7910(7) 0.4113(4) 0.0569(3) 0.0392(12) Uani 1 1 d . . .
C5A C 0.8514(7) 0.4266(3) -0.0338(3) 0.0341(11) Uani 1 1 d . . .
N1 N 0.8373(6) 0.5121(3) -0.1183(3) 0.0444(11) Uani 1 1 d . . .
H3 H 0.7857 0.5701 -0.1278 0.053 Uiso 1 1 calc R . .
C6 C 0.9184(8) 0.4872(4) -0.1816(4) 0.0434(13) Uani 1 1 d . . .
H4 H 0.9297 0.5324 -0.2447 0.052 Uiso 1 1 calc R . .
C5 C 0.9196(7) 0.2354(3) 0.1052(4) 0.0404(12) Uani 1 1 d . . .
C4 C 0.9370(7) 0.3544(3) -0.0532(3) 0.0348(11) Uani 1 1 d . . .
N2A N 0.9831(7) 0.3900(3) -0.1462(3) 0.0443(11) Uani 1 1 d . . .
C8 C 0.5250(7) 0.7037(4) 0.5306(4) 0.0430(13) Uani 1 1 d . . .
C9 C 0.5910(8) 0.6060(4) 0.5597(3) 0.0410(12) Uani 1 1 d . . .
C10 C 0.6849(8) 0.5756(4) 0.4976(3) 0.0425(13) Uani 1 1 d . . .
H10A H 0.7308 0.5089 0.5180 0.051 Uiso 1 1 calc R . .
C11 C 0.7100(7) 0.6445(4) 0.4057(3) 0.0396(12) Uani 1 1 d . . .
C12 C 0.8150(8) 0.6091(4) 0.3420(4) 0.0467(14) Uani 1 1 d . . .
C13 C 0.6412(7) 0.7438(3) 0.3762(3) 0.0396(12) Uani 1 1 d . . .
H13 H 0.6563 0.7906 0.3139 0.048 Uiso 1 1 calc R . .
O5 O 0.5057(11) 0.5539(4) 0.7142(3) 0.122(3) Uani 1 1 d . . .
C15 C 0.4754(7) 0.9398(3) 0.8059(3) 0.0391(12) Uani 1 1 d . . .
C16 C 0.4671(7) 0.8227(3) 0.9659(3) 0.0318(10) Uani 1 1 d . . .
N9 N 0.4289(6) 0.7880(3) 1.0572(3) 0.0396(10) Uani 1 1 d . . .
C18 C 0.4975(7) 0.6913(3) 1.0935(3) 0.0367(12) Uani 1 1 d . . .
H18 H 0.4902 0.6465 1.1569 0.044 Uiso 1 1 calc R . .
C19 C 0.6196(7) 0.7682(4) 0.8541(3) 0.0388(12) Uani 1 1 d . . .
C20 C 0.6248(10) 0.8932(4) 0.6891(3) 0.0574(17) Uani 1 1 d . . .
H20A H 0.5615 0.8537 0.6678 0.086 Uiso 1 1 calc R . .
H20B H 0.7571 0.8806 0.6839 0.086 Uiso 1 1 calc R . .
H20C H 0.5907 0.9635 0.6513 0.086 Uiso 1 1 calc R . .
C21 C 0.3245(8) 0.9974(4) 0.9147(4) 0.0499(15) Uani 1 1 d . . .
H21A H 0.3991 1.0539 0.8957 0.075 Uiso 1 1 calc R . .
H21B H 0.2948 0.9711 0.9805 0.075 Uiso 1 1 calc R . .
H21C H 0.2114 1.0187 0.8801 0.075 Uiso 1 1 calc R . .
N10 N 0.5764(6) 0.6673(3) 1.0289(3) 0.0361(10) Uani 1 1 d . . .
H22 H 0.6292 0.6095 1.0381 0.043 Uiso 1 1 calc R . .
C23 C 0.5585(7) 0.7516(3) 0.9445(3) 0.0350(11) Uani 1 1 d . . .
C24 C -0.0200(8) 0.7957(4) 0.4936(3) 0.0415(12) Uani 1 1 d . . .
C25 C -0.0480(8) 0.8919(4) 0.4224(3) 0.0413(13) Uani 1 1 d . . .
C26 C 0.0222(7) 0.9150(3) 0.3330(3) 0.0364(11) Uani 1 1 d . . .
H26 H 0.0053 0.9802 0.2851 0.044 Uiso 1 1 calc R . .
C27 C 0.1168(7) 0.8406(4) 0.3162(3) 0.0390(12) Uani 1 1 d . . .
C28 C 0.1426(8) 0.7431(4) 0.3887(3) 0.0433(13) Uani 1 1 d . . .
H28 H 0.2080 0.6930 0.3769 0.052 Uiso 1 1 calc R . .
H10 H 0.340(6) 0.806(3) 0.144(3) 0.034(12) Uiso 1 1 d . . .


_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
F1 C8 1.319(6) . ?
F2 C24 1.345(6) . ?
O1 C5 1.211(5) . ?
O2 C1 1.228(6) . ?
O3 C12 1.321(6) . ?
O3 H3A 0.8200 . ?
O4 N6 1.189(6) . ?
O5A C12 1.188(6) . ?
O6 C15 1.219(6) . ?
O7 C19 1.230(6) . ?
O8 C30 1.191(6) . ?
C29 C28 1.355(7) . ?
C29 C24 1.379(7) . ?
C29 H29 0.9300 . ?
O10 C30 1.315(6) . ?
O10 H10 1.10(5) . ?
O11 N10A 1.216(6) . ?
O12 N10A 1.216(6) . ?
C2 N2 1.454(6) . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
N2 C1 1.387(6) . ?
N2 C5 1.395(6) . ?
N3 C4 1.364(6) . ?
N3 C5 1.378(6) . ?
N3 C3 1.472(6) . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C3 H3D 0.9600 . ?
C14 C13 1.371(7) . ?
C14 C8 1.372(7) . ?
C14 H14 0.9300 . ?
N6 O5 1.203(6) . ?
N6 C9 1.460(7) . ?
N7 C15 1.366(6) . ?
N7 C16 1.384(5) . ?
N7 C21 1.453(6) . ?
N8 C19 1.384(6) . ?
N8 C15 1.387(6) . ?
N8 C20 1.471(6) . ?
C30 C27 1.482(7) . ?
N10A C25 1.451(7) . ?
C1 C5A 1.409(6) . ?
C5A C4 1.340(6) . ?
C5A N1 1.378(6) . ?
N1 C6 1.316(6) . ?
N1 H3 0.8600 . ?
C6 N2A 1.342(6) . ?
C6 H4 0.9300 . ?
C4 N2A 1.365(6) . ?
C8 C9 1.360(7) . ?
C9 C10 1.385(7) . ?
C10 C11 1.373(7) . ?
C10 H10A 0.9300 . ?
C11 C13 1.387(7) . ?
C11 C12 1.485(7) . ?
C13 H13 0.9300 . ?
C16 N9 1.331(6) . ?
C16 C23 1.357(6) . ?
N9 C18 1.345(6) . ?
C18 N10 1.321(6) . ?
C18 H18 0.9300 . ?
C19 C23 1.403(6) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
N10 C23 1.371(5) . ?
N10 H22 0.8600 . ?
C24 C25 1.377(7) . ?
C25 C26 1.384(7) . ?
C26 C27 1.369(7) . ?
C26 H26 0.9300 . ?
C27 C28 1.395(7) . ?
C28 H28 0.9300 . ?

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
C12 O3 H3A 109.5 . . ?
C28 C29 C24 119.6(5) . . ?
C28 C29 H29 120.2 . . ?
C24 C29 H29 120.2 . . ?
C30 O10 H10 114(2) . . ?
N2 C2 H2A 109.5 . . ?
N2 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
N2 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C1 N2 C5 125.9(4) . . ?
C1 N2 C2 118.4(4) . . ?
C5 N2 C2 115.7(4) . . ?
C4 N3 C5 118.0(4) . . ?
C4 N3 C3 120.3(4) . . ?
C5 N3 C3 121.6(4) . . ?
N3 C3 H3B 109.5 . . ?
N3 C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
N3 C3 H3D 109.5 . . ?
H3B C3 H3D 109.5 . . ?
H3C C3 H3D 109.5 . . ?
C13 C14 C8 120.4(5) . . ?
C13 C14 H14 119.8 . . ?
C8 C14 H14 119.8 . . ?
O4 N6 O5 121.0(5) . . ?
O4 N6 C9 120.6(5) . . ?
O5 N6 C9 118.5(5) . . ?
C15 N7 C16 118.3(4) . . ?
C15 N7 C21 118.9(4) . . ?
C16 N7 C21 122.6(4) . . ?
C19 N8 C15 125.1(4) . . ?
C19 N8 C20 118.2(4) . . ?
C15 N8 C20 116.7(4) . . ?
O8 C30 O10 122.3(5) . . ?
O8 C30 C27 124.7(5) . . ?
O10 C30 C27 113.0(4) . . ?
O12 N10A O11 125.0(5) . . ?
O12 N10A C25 117.1(5) . . ?
O11 N10A C25 118.0(5) . . ?
O2 C1 N2 121.1(4) . . ?
O2 C1 C5A 127.2(4) . . ?
N2 C1 C5A 111.6(4) . . ?
C4 C5A N1 105.8(4) . . ?
C4 C5A C1 123.9(4) . . ?
N1 C5A C1 130.4(4) . . ?
C6 N1 C5A 106.4(4) . . ?
C6 N1 H3 126.8 . . ?
C5A N1 H3 126.8 . . ?
N1 C6 N2A 113.3(4) . . ?
N1 C6 H4 123.3 . . ?
N2A C6 H4 123.3 . . ?
O1 C5 N3 120.6(5) . . ?
O1 C5 N2 121.5(5) . . ?
N3 C5 N2 117.9(4) . . ?
C5A C4 N3 122.5(4) . . ?
C5A C4 N2A 111.8(4) . . ?
N3 C4 N2A 125.8(4) . . ?
C6 N2A C4 102.7(4) . . ?
F1 C8 C9 121.8(5) . . ?
F1 C8 C14 118.2(5) . . ?
C9 C8 C14 119.9(5) . . ?
C8 C9 C10 120.5(5) . . ?
C8 C9 N6 122.8(5) . . ?
C10 C9 N6 116.6(4) . . ?
C11 C10 C9 119.7(5) . . ?
C11 C10 H10A 120.2 . . ?
C9 C10 H10A 120.2 . . ?
C10 C11 C13 119.6(5) . . ?
C10 C11 C12 117.9(5) . . ?
C13 C11 C12 122.5(4) . . ?
O5A C12 O3 122.6(5) . . ?
O5A C12 C11 124.1(5) . . ?
O3 C12 C11 113.2(4) . . ?
C14 C13 C11 119.9(4) . . ?
C14 C13 H13 120.1 . . ?
C11 C13 H13 120.1 . . ?
O6 C15 N7 120.5(4) . . ?
O6 C15 N8 120.2(4) . . ?
N7 C15 N8 119.3(4) . . ?
N9 C16 C23 112.5(4) . . ?
N9 C16 N7 127.1(4) . . ?
C23 C16 N7 120.3(4) . . ?
C16 N9 C18 103.5(4) . . ?
N10 C18 N9 112.2(4) . . ?
N10 C18 H18 123.9 . . ?
N9 C18 H18 123.9 . . ?
O7 C19 N8 120.9(4) . . ?
O7 C19 C23 126.9(4) . . ?
N8 C19 C23 112.3(4) . . ?
N8 C20 H20A 109.5 . . ?
N8 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
N8 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
N7 C21 H21A 109.5 . . ?
N7 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
N7 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C18 N10 C23 107.2(4) . . ?
C18 N10 H22 126.4 . . ?
C23 N10 H22 126.4 . . ?
C16 C23 N10 104.5(4) . . ?
C16 C23 C19 124.6(4) . . ?
N10 C23 C19 130.9(4) . . ?
F2 C24 C25 120.1(5) . . ?
F2 C24 C29 119.5(4) . . ?
C25 C24 C29 120.3(5) . . ?
C24 C25 C26 120.2(5) . . ?
C24 C25 N10A 121.4(4) . . ?
C26 C25 N10A 118.3(4) . . ?
C27 C26 C25 119.2(4) . . ?
C27 C26 H26 120.4 . . ?
C25 C26 H26 120.4 . . ?
C26 C27 C28 120.1(4) . . ?
C26 C27 C30 119.1(4) . . ?
C28 C27 C30 120.9(4) . . ?
C29 C28 C27 120.6(5) . . ?
C29 C28 H28 119.7 . . ?
C27 C28 H28 119.7 . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        27.00
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         1.089
_refine_diff_density_min         -0.590
_refine_diff_density_rms         0.155
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_cmr_sg_131_1
_database_code_depnum_ccdc_archive 'CCDC 915067'
_audit_update_record             
;
2012-12-10 deposited with the CCDC.
2018-01-17 downloaded from the CCDC.
;
#TrackingRef 'web_deposit_cif_file_1_SoumyajitGhosh_1355151707.CMR_SG_131_1.cif'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            Theophylline:picolinamide
_chemical_melting_point          461.06
_chemical_formula_moiety         '2(C7 H8 N4 O2), C6 H6 N2 O'
_chemical_formula_sum            'C20 H22 N10 O5'
_chemical_formula_weight         482.48

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'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   'P-1 '
_symmetry_space_group_name_Hall  '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.0597(7)
_cell_length_b                   9.6051(9)
_cell_length_c                   14.2402(13)
_cell_angle_alpha                96.817(2)
_cell_angle_beta                 99.412(2)
_cell_angle_gamma                103.672(2)
_cell_volume                     1042.40(16)
_cell_formula_units_Z            2
_cell_measurement_temperature    100
_cell_measurement_reflns_used    7680
_cell_measurement_theta_min      2.45
_cell_measurement_theta_max      27.90

_exptl_crystal_description       block
_exptl_crystal_colour            white
_exptl_crystal_size_max          0.55
_exptl_crystal_size_mid          0.42
_exptl_crystal_size_min          0.21
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.537
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             504
_exptl_absorpt_coefficient_mu    0.116
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.943
_exptl_absorpt_correction_T_max  0.976
_exptl_absorpt_process_details   'multi-scan absorption correction'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      100
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'BRUKER KAPPA APEX II DUO'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            17506
_diffrn_reflns_av_R_equivalents  0.0333
_diffrn_reflns_av_sigmaI/netI    0.0267
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.21
_diffrn_reflns_theta_max         27.00
_reflns_number_total             4557
_reflns_number_gt                3992
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0455P)²+0.4596P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4557
_refine_ls_number_parameters     325
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0419
_refine_ls_R_factor_gt           0.0359
_refine_ls_wR_factor_ref         0.0943
_refine_ls_wR_factor_gt          0.0897
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.038
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
O1 O 0.47748(12) 0.33754(11) 0.14622(6) 0.0209(2) Uani 1 1 d . . .
O2 O 0.71683(13) 0.43837(10) 0.46936(6) 0.0186(2) Uani 1 1 d . . .
O3 O 0.00030(12) 0.25107(10) 0.62960(6) 0.0186(2) Uani 1 1 d . . .
N11 N -0.07654(16) 0.46354(12) 0.65412(8) 0.0186(2) Uani 1 1 d . . .
H4 H -0.1230 0.4391 0.6025 0.028 Uiso 1 1 calc R . .
O7 O 0.16866(12) -0.11315(10) 0.07623(6) 0.0175(2) Uani 1 1 d . . .
O6 O 0.44283(12) -0.14139(10) 0.37903(6) 0.0173(2) Uani 1 1 d . . .
N1 N 0.59578(14) 0.38436(11) 0.30846(7) 0.0152(2) Uani 1 1 d . . .
N2 N 0.62279(14) 0.18131(11) 0.20562(7) 0.0149(2) Uani 1 1 d . . .
N10 N 0.07779(14) 0.51575(11) 0.84055(8) 0.0158(2) Uani 1 1 d . . .
N6 N 0.16549(14) 0.06187(11) 0.19782(7) 0.0137(2) Uani 1 1 d . . .
N7 N 0.30870(14) -0.12219(11) 0.22785(7) 0.0136(2) Uani 1 1 d . . .
N5 N 0.83515(14) 0.15618(11) 0.43597(7) 0.0143(2) Uani 1 1 d . . .
H1 H 0.8730 0.1817 0.4972 0.017 Uiso 1 1 calc R . .
C2 C 0.74731(16) 0.22763(13) 0.37482(9) 0.0132(2) Uani 1 1 d . . .
C3 C 0.69090(16) 0.35612(13) 0.39190(9) 0.0138(2) Uani 1 1 d . . .
C4 C 0.56016(16) 0.30306(14) 0.21522(9) 0.0153(3) Uani 1 1 d . . .
C5 C 0.52558(18) 0.51247(14) 0.31952(10) 0.0196(3) Uani 1 1 d . . .
H5A H 0.4811 0.5178 0.3780 0.029 Uiso 1 1 calc R . .
H5B H 0.4333 0.5044 0.2655 0.029 Uiso 1 1 calc R . .
H5C H 0.6166 0.5987 0.3222 0.029 Uiso 1 1 calc R . .
C6 C 0.59374(18) 0.09629(15) 0.10936(9) 0.0187(3) Uani 1 1 d . . .
H6A H 0.6644 0.1504 0.0710 0.028 Uiso 1 1 calc R . .
H6B H 0.4731 0.0761 0.0792 0.028 Uiso 1 1 calc R . .
H6C H 0.6247 0.0066 0.1147 0.028 Uiso 1 1 calc R . .
C7 C 0.71363(16) 0.14445(13) 0.28527(9) 0.0135(2) Uani 1 1 d . . .
C8 C 0.84928(17) 0.03809(13) 0.37994(9) 0.0157(3) Uani 1 1 d . . .
H8 H 0.9045 -0.0288 0.4038 0.019 Uiso 1 1 calc R . .
N4 N 0.77691(14) 0.02568(11) 0.28709(8) 0.0156(2) Uani 1 1 d . . .
C10 C 0.24423(18) 0.45270(14) 0.97727(9) 0.0186(3) Uani 1 1 d . . .
H10 H 0.2964 0.4759 1.0424 0.022 Uiso 1 1 calc R . .
C11 C 0.25447(17) 0.32787(14) 0.92187(9) 0.0185(3) Uani 1 1 d . . .
H11 H 0.3140 0.2658 0.9491 0.022 Uiso 1 1 calc R . .
C12 C 0.17448(17) 0.29644(14) 0.82483(9) 0.0164(3) Uani 1 1 d . . .
H12 H 0.1782 0.2128 0.7859 0.020 Uiso 1 1 calc R . .
C13 C 0.08893(16) 0.39355(13) 0.78770(9) 0.0140(2) Uani 1 1 d . . .
C14 C -0.00018(16) 0.36368(13) 0.68308(9) 0.0141(2) Uani 1 1 d . . .
C15 C 0.15452(17) 0.54295(14) 0.93383(9) 0.0174(3) Uani 1 1 d . . .
H15 H 0.1475 0.6265 0.9716 0.021 Uiso 1 1 calc R . .
C16 C 0.20986(16) -0.06064(13) 0.16184(9) 0.0134(2) Uani 1 1 d . . .
C17 C 0.21992(16) 0.11902(13) 0.29435(9) 0.0128(2) Uani 1 1 d . . .
N9 N 0.19212(14) 0.24186(11) 0.33951(7) 0.0154(2) Uani 1 1 d . . .
C19 C 0.26977(17) 0.25028(13) 0.43093(9) 0.0160(3) Uani 1 1 d . . .
H19 H 0.2728 0.3248 0.4798 0.019 Uiso 1 1 calc R . .
C20 C 0.36165(16) -0.07461(13) 0.32775(9) 0.0129(2) Uani 1 1 d . . .
C21 C 0.36236(18) -0.24825(14) 0.18709(9) 0.0175(3) Uani 1 1 d . . .
H21A H 0.2760 -0.3357 0.1883 0.026 Uiso 1 1 calc R . .
H21B H 0.4720 -0.2500 0.2246 0.026 Uiso 1 1 calc R . .
H21C H 0.3742 -0.2415 0.1217 0.026 Uiso 1 1 calc R . .
C22 C 0.31266(16) 0.05363(13) 0.35697(8) 0.0133(2) Uani 1 1 d . . .
N8 N 0.34337(14) 0.14074(11) 0.44581(7) 0.0143(2) Uani 1 1 d . . .
H23 H 0.3984 0.1276 0.4997 0.017 Uiso 1 1 calc R . .
C24 C 0.06615(18) 0.13158(15) 0.13100(9) 0.0186(3) Uani 1 1 d . . .
H24A H 0.0218 0.2006 0.1670 0.028 Uiso 1 1 calc R . .
H24B H -0.0292 0.0591 0.0898 0.028 Uiso 1 1 calc R . .
H24C H 0.1408 0.1807 0.0924 0.028 Uiso 1 1 calc R . .
H5 H -0.073(2) 0.5415(19) 0.6953(12) 0.025(4) Uiso 1 1 d . . .


_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
O1 C4 1.2192(15) . ?
O2 C3 1.2345(15) . ?
O3 C14 1.2479(15) . ?
N11 C14 1.3262(16) . ?
N11 H4 0.7500 . ?
N11 H5 0.885(17) . ?
O7 C16 1.2221(15) . ?
O6 C20 1.2352(15) . ?
N1 C3 1.3965(16) . ?
N1 C4 1.4066(16) . ?
N1 C5 1.4735(16) . ?
N2 C7 1.3763(16) . ?
N2 C4 1.3801(16) . ?
N2 C6 1.4627(15) . ?
N10 C15 1.3371(17) . ?
N10 C13 1.3470(16) . ?
N6 C16 1.3751(16) . ?
N6 C17 1.3759(16) . ?
N6 C24 1.4663(15) . ?
N7 C20 1.4035(15) . ?
N7 C16 1.4062(15) . ?
N7 C21 1.4671(15) . ?
N5 C8 1.3462(16) . ?
N5 C2 1.3785(15) . ?
N5 H1 0.8600 . ?
C2 C7 1.3713(17) . ?
C2 C3 1.4210(17) . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 N4 1.3565(16) . ?
C8 N4 1.3342(17) . ?
C8 H8 0.9300 . ?
C10 C11 1.3821(18) . ?
C10 C15 1.3907(18) . ?
C10 H10 0.9300 . ?
C11 C12 1.3907(18) . ?
C11 H11 0.9300 . ?
C12 C13 1.3881(17) . ?
C12 H12 0.9300 . ?
C13 C14 1.5063(17) . ?
C15 H15 0.9300 . ?
C17 N9 1.3593(16) . ?
C17 C22 1.3730(17) . ?
N9 C19 1.3333(16) . ?
C19 N8 1.3456(16) . ?
C19 H19 0.9300 . ?
C20 C22 1.4172(17) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 N8 1.3820(15) . ?
N8 H23 0.8600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?

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
C14 N11 H4 109.5 . . ?
C14 N11 H5 120.2(11) . . ?
H4 N11 H5 130.2 . . ?
C3 N1 C4 126.68(10) . . ?
C3 N1 C5 116.49(10) . . ?
C4 N1 C5 116.83(10) . . ?
C7 N2 C4 119.93(10) . . ?
C7 N2 C6 121.62(10) . . ?
C4 N2 C6 118.43(10) . . ?
C15 N10 C13 117.08(11) . . ?
C16 N6 C17 119.65(10) . . ?
C16 N6 C24 118.74(10) . . ?
C17 N6 C24 121.57(10) . . ?
C20 N7 C16 126.66(10) . . ?
C20 N7 C21 117.26(10) . . ?
C16 N7 C21 116.07(10) . . ?
C8 N5 C2 105.66(10) . . ?
C8 N5 H1 127.2 . . ?
C2 N5 H1 127.2 . . ?
C7 C2 N5 105.33(10) . . ?
C7 C2 C3 122.73(11) . . ?
N5 C2 C3 131.91(11) . . ?
O2 C3 N1 120.39(11) . . ?
O2 C3 C2 127.23(12) . . ?
N1 C3 C2 112.38(10) . . ?
O1 C4 N2 121.45(12) . . ?
O1 C4 N1 121.93(12) . . ?
N2 C4 N1 116.62(11) . . ?
N1 C5 H5A 109.5 . . ?
N1 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
N1 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N2 C6 H6A 109.5 . . ?
N2 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
N2 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N4 C7 C2 112.12(11) . . ?
N4 C7 N2 126.24(11) . . ?
C2 C7 N2 121.63(11) . . ?
N4 C8 N5 113.98(11) . . ?
N4 C8 H8 123.0 . . ?
N5 C8 H8 123.0 . . ?
C8 N4 C7 102.91(10) . . ?
C11 C10 C15 118.76(12) . . ?
C11 C10 H10 120.6 . . ?
C15 C10 H10 120.6 . . ?
C10 C11 C12 119.03(12) . . ?
C10 C11 H11 120.5 . . ?
C12 C11 H11 120.5 . . ?
C13 C12 C11 118.09(12) . . ?
C13 C12 H12 121.0 . . ?
C11 C12 H12 121.0 . . ?
N10 C13 C12 123.70(12) . . ?
N10 C13 C14 116.35(11) . . ?
C12 C13 C14 119.94(11) . . ?
O3 C14 N11 124.05(12) . . ?
O3 C14 C13 120.46(11) . . ?
N11 C14 C13 115.48(11) . . ?
N10 C15 C10 123.35(12) . . ?
N10 C15 H15 118.3 . . ?
C10 C15 H15 118.3 . . ?
O7 C16 N6 122.07(11) . . ?
O7 C16 N7 120.92(11) . . ?
N6 C16 N7 117.00(10) . . ?
N9 C17 C22 112.02(11) . . ?
N9 C17 N6 126.40(11) . . ?
C22 C17 N6 121.59(11) . . ?
C19 N9 C17 103.25(10) . . ?
N9 C19 N8 113.62(11) . . ?
N9 C19 H19 123.2 . . ?
N8 C19 H19 123.2 . . ?
O6 C20 N7 120.67(11) . . ?
O6 C20 C22 127.57(11) . . ?
N7 C20 C22 111.75(10) . . ?
N7 C21 H21A 109.5 . . ?
N7 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
N7 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C17 C22 N8 105.01(11) . . ?
C17 C22 C20 123.24(11) . . ?
N8 C22 C20 131.74(11) . . ?
C19 N8 C22 106.09(10) . . ?
C19 N8 H23 127.0 . . ?
C22 N8 H23 127.0 . . ?
N6 C24 H24A 109.5 . . ?
N6 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
N6 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        27.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.196
_refine_diff_density_min         -0.382
_refine_diff_density_rms         0.073
