#------------------------------------------------------------------------------
#$Date: 2016-03-26 17:52:06 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180402 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/71/7207114.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_7207114
loop_
_publ_author_name
'Avasthi, Kamlakar'
'Kumar, Amar'
'Aswal, Sangeeta'
'Kant, Ruchir'
'Raghunandan, Resmi'
'Maulik, Prakas R.'
'Khanna, Ranjana S.'
'Ravikumar, Krishnan'
_publ_section_title
;
 Role of arene interactions and substituent effects in conformational
 (syn/anti) control of 1,2-diarylethanes
;
_journal_issue                   2
_journal_name_full               CrystEngComm
_journal_page_first              383
_journal_paper_doi               10.1039/c1ce06001e
_journal_volume                  14
_journal_year                    2012
_chemical_formula_moiety         'C17 H16 N6 O4 S'
_chemical_formula_sum            'C17 H16 N6 O4 S'
_chemical_formula_weight         400.42
_chemical_melting_point          201
_chemical_name_common            none
_chemical_name_systematic
;
2-(2-(4-methoxy-6-(methylsulfonyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)
phthalazin-1(2H)-one

;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 105.110(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.2490(10)
_cell_length_b                   17.580(2)
_cell_length_c                   11.550(2)
_cell_measurement_reflns_used    30
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      12.28
_cell_measurement_theta_min      5.13
_cell_volume                     1813.1(4)
_computing_cell_refinement       'XSCANS (Siemens, 1996)'
_computing_data_collection       'XSCANS (Siemens, 1996)'
_computing_data_reduction        'XSCANS (Siemens, 1996)'
_computing_molecular_graphics    'SHELXTL-NT(Bruker, 1997)'
_computing_publication_material  'SHELXTL-NT(Bruker, 1997)'
_computing_structure_refinement  'SHELXTL-NT(Bruker, 1997)'
_computing_structure_solution    'SHELXTL-NT(Bruker, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker P4 diffractometer'
_diffrn_measurement_method       θ-2θ
_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  0.0841
_diffrn_reflns_av_sigmaI/netI    0.0675
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -1
_diffrn_reflns_limit_k_max       1
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            4074
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.16
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 97
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.217
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.467
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'rectangular block'
_exptl_crystal_F_000             832
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.489
_refine_diff_density_min         -0.546
_refine_diff_density_rms         0.102
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     255
_refine_ls_number_reflns         3187
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.056
_refine_ls_R_factor_all          0.1033
_refine_ls_R_factor_gt           0.0486
_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)+(0.0551P)²+1.0176P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1113
_refine_ls_wR_factor_ref         0.1354
_reflns_number_gt                2148
_reflns_number_total             3187
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c1ce06001e.txt
_cod_data_source_block           5g
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               7207114
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
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
C3 C 0.5508(4) 0.20801(19) 0.4187(3) 0.0525(8) Uani 1 1 d .
H3 H 0.4983 0.1961 0.4749 0.063 Uiso 1 1 calc R
C4 C 0.6957(3) 0.08160(17) 0.3967(2) 0.0402(7) Uani 1 1 d .
C6 C 0.8253(3) 0.10049(16) 0.2570(2) 0.0371(7) Uani 1 1 d .
C8 C 0.6456(4) 0.33150(17) 0.2109(3) 0.0473(8) Uani 1 1 d .
H8A H 0.7355 0.3268 0.1830 0.057 Uiso 1 1 calc R
H8B H 0.6512 0.3792 0.2540 0.057 Uiso 1 1 calc R
C9 C 0.5100(4) 0.33251(18) 0.1041(3) 0.0496(8) Uani 1 1 d .
H9A H 0.4200 0.3367 0.1319 0.059 Uiso 1 1 calc R
H9B H 0.5149 0.3766 0.0548 0.059 Uiso 1 1 calc R
C12 C 0.4088(4) 0.1431(2) 0.0037(3) 0.0561(9) Uani 1 1 d .
H12 H 0.3472 0.1049 0.0197 0.067 Uiso 1 1 calc R
C13 C 0.4927(4) 0.05414(19) -0.1351(3) 0.0548(9) Uani 1 1 d .
H13 H 0.4318 0.0154 -0.1199 0.066 Uiso 1 1 calc R
C14 C 0.5809(4) 0.0424(2) -0.2104(3) 0.0610(9) Uani 1 1 d .
H14 H 0.5805 -0.0050 -0.2463 0.073 Uiso 1 1 calc R
C15 C 0.6714(4) 0.0992(2) -0.2351(3) 0.0650(10) Uani 1 1 d .
H15 H 0.7314 0.0895 -0.2867 0.078 Uiso 1 1 calc R
C16 C 0.6740(4) 0.1695(2) -0.1848(3) 0.0582(9) Uani 1 1 d .
H16 H 0.7336 0.2078 -0.2030 0.070 Uiso 1 1 calc R
C17 C 0.5922(4) 0.25683(19) -0.0451(3) 0.0491(8) Uani 1 1 d .
C18 C 1.0184(5) 0.1243(2) 0.1081(4) 0.0792(12) Uani 1 1 d .
H18A H 1.0838 0.1537 0.1703 0.119 Uiso 1 1 calc R
H18B H 0.9418 0.1568 0.0609 0.119 Uiso 1 1 calc R
H18C H 1.0750 0.1024 0.0576 0.119 Uiso 1 1 calc R
C19 C 0.7077(4) -0.03773(18) 0.4960(3) 0.0573(9) Uani 1 1 d .
H19A H 0.6737 -0.0664 0.4232 0.086 Uiso 1 1 calc R
H19B H 0.6717 -0.0610 0.5583 0.086 Uiso 1 1 calc R
H19C H 0.8152 -0.0368 0.5193 0.086 Uiso 1 1 calc R
C3A C 0.6444(3) 0.15699(16) 0.3787(2) 0.0403(7) Uani 1 1 d .
C7A C 0.6973(3) 0.19830(16) 0.2952(2) 0.0375(7) Uani 1 1 d .
C12A C 0.4945(3) 0.12630(19) -0.0798(3) 0.0454(8) Uani 1 1 d .
C16A C 0.5863(3) 0.18300(18) -0.1059(3) 0.0440(7) Uani 1 1 d .
N1 N 0.6390(3) 0.26914(13) 0.2913(2) 0.0425(6) Uani 1 1 d .
N2 N 0.5468(3) 0.27440(15) 0.3670(2) 0.0525(7) Uani 1 1 d .
N5 N 0.7867(3) 0.05344(13) 0.3355(2) 0.0400(6) Uani 1 1 d .
N7 N 0.7905(3) 0.17194(13) 0.2307(2) 0.0386(6) Uani 1 1 d .
N10 N 0.5025(3) 0.26321(15) 0.0320(2) 0.0458(6) Uani 1 1 d .
N11 N 0.4101(3) 0.20734(16) 0.0586(2) 0.0523(7) Uani 1 1 d .
O1 O 0.6712(3) 0.30999(14) -0.0584(2) 0.0735(8) Uani 1 1 d .
O2 O 0.6507(2) 0.03989(12) 0.47640(19) 0.0511(6) Uani 1 1 d .
O3 O 0.8329(3) 0.01120(15) 0.0796(2) 0.0701(7) Uani 1 1 d .
O4 O 1.0478(3) 0.00951(15) 0.2532(2) 0.0741(8) Uani 1 1 d .
S1 S 0.93619(9) 0.05240(4) 0.17187(7) 0.0435(2) Uani 1 1 d .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
N2 C3 C3A 111.4(3)
O2 C4 N5 121.4(3)
O2 C4 C3A 118.0(3)
N5 C4 C3A 120.6(3)
N7 C6 N5 130.8(3)
N7 C6 S1 117.5(2)
N5 C6 S1 111.6(2)
N1 C8 C9 111.5(3)
N10 C9 C8 111.1(2)
N11 C12 C12A 125.1(3)
C14 C13 C12A 119.2(3)
C13 C14 C15 121.4(3)
C16 C15 C14 120.8(3)
C15 C16 C16A 119.2(3)
O1 C17 N10 120.2(3)
O1 C17 C16A 124.4(3)
N10 C17 C16A 115.4(3)
C7A C3A C4 115.3(3)
C7A C3A C3 104.6(3)
C4 C3A C3 140.0(3)
N1 C7A N7 126.9(3)
N1 C7A C3A 107.1(2)
N7 C7A C3A 126.1(3)
C16A C12A C13 118.5(3)
C16A C12A C12 118.4(3)
C13 C12A C12 123.1(3)
C16 C16A C12A 120.9(3)
C16 C16A C17 120.7(3)
C12A C16A C17 118.5(3)
C7A N1 N2 110.4(2)
C7A N1 C8 129.4(3)
N2 N1 C8 119.6(2)
C3 N2 N1 106.4(2)
C4 N5 C6 116.6(2)
C6 N7 C7A 110.6(2)
C17 N10 N11 126.7(3)
C17 N10 C9 119.3(3)
N11 N10 C9 113.7(2)
C12 N11 N10 115.9(3)
C4 O2 C19 117.3(2)
O4 S1 O3 117.03(17)
O4 S1 C18 110.2(2)
O3 S1 C18 109.54(19)
O4 S1 C6 107.86(14)
O3 S1 C6 106.21(14)
C18 S1 C6 105.30(16)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C3 N2 1.308(4)
C3 C3A 1.406(4)
C4 O2 1.326(3)
C4 N5 1.327(4)
C4 C3A 1.405(4)
C6 N7 1.312(4)
C6 N5 1.343(4)
C6 S1 1.805(3)
C8 N1 1.448(4)
C8 C9 1.512(4)
C9 N10 1.467(4)
C12 N11 1.293(4)
C12 C12A 1.429(5)
C13 C14 1.354(5)
C13 C12A 1.419(5)
C14 C15 1.380(5)
C15 C16 1.362(5)
C16 C16A 1.388(4)
C17 O1 1.220(4)
C17 N10 1.371(4)
C17 C16A 1.470(4)
C18 S1 1.736(4)
C19 O2 1.459(4)
C3A C7A 1.395(4)
C7A N1 1.353(4)
C7A N7 1.359(4)
C12A C16A 1.393(4)
N1 N2 1.374(4)
N10 N11 1.388(4)
O3 S1 1.429(2)
O4 S1 1.418(2)
