#------------------------------------------------------------------------------
#$Date: 2016-03-24 02:47:15 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179596 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/60/4506058.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_4506058
loop_
_publ_author_name
'Roy, Saikat'
'Quiñones, Rosalynn'
'Matzger, Adam J.'
_publ_section_title
;
 Structural and Physicochemical Aspects of Dasatinib Hydrate and Anhydrate
 phases.
;
_journal_issue                   4
_journal_name_full               'Crystal growth & design'
_journal_page_first              2122
_journal_page_last               2126
_journal_paper_doi               10.1021/cg300152p
_journal_volume                  12
_journal_year                    2012
_chemical_formula_moiety         'C22 H28 Cl N7 O3 S'
_chemical_formula_sum            'C22 H28 Cl N7 O3 S'
_chemical_formula_weight         506.02
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      61
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.0000
_cell_angle_beta                 90.0000
_cell_angle_gamma                90.0000
_cell_formula_units_Z            8
_cell_length_a                   13.8657(3)
_cell_length_b                   9.2077(2)
_cell_length_c                   37.9347(8)
_cell_measurement_temperature    95
_cell_volume                     4843.17(18)
_computing_cell_refinement       'MSC/AFC Diffractometer Control'
_computing_data_collection
'MSC/AFC Diffractometer Control (Rigaku, 1998)'
_computing_data_reduction        'MSC/AFC Diffractometer Control'
_computing_molecular_graphics    'CrystalStructure 4.0'
_computing_publication_material  'CrystalStructure 4.0 (Rigaku, 2009)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR2004 (Burla, et al., 2005)'
_diffrn_ambient_temperature      95
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Rigaku AFC7R'
_diffrn_measurement_method       ω-2θ
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_reflns_av_R_equivalents  0.1003
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_limit_l_min       -44
_diffrn_reflns_number            22537
_diffrn_reflns_theta_full        66.58
_diffrn_reflns_theta_max         66.58
_diffrn_standards_decay_%        0.000
_diffrn_standards_interval_count 0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.532
_exptl_absorpt_correction_type   none
_exptl_crystal_density_diffrn    1.388
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2128.00
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.380
_refine_diff_density_min         -0.700
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    mixed
_refine_ls_number_parameters     393
_refine_ls_number_reflns         4227
_refine_ls_number_restraints     14
_refine_ls_R_factor_gt           0.0905
_refine_ls_shift/su_max          0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0904P)²+6.9704P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.2370
_reflns_number_gt                2354
_reflns_number_total             4227
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            cg300152p_si_003.cif
_cod_data_source_block           '_DAS-Hydrate'
_cod_depositor_comments
'Adding full bibliography for 4506057--4506058.cif.'
_cod_database_code               4506058
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 1/2-X,1/2+Y,+Z
3 +X,1/2-Y,1/2+Z
4 1/2-X,-Y,1/2+Z
5 -X,-Y,-Z
6 1/2+X,1/2-Y,-Z
7 -X,1/2+Y,1/2-Z
8 1/2+X,+Y,1/2-Z
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Cl(35) Cl 1.4691(3) 0.0348(5) 0.16241(9) 0.0553(16) Uani 0.65 1 d P
Cl(34) Cl 1.2315(8) 0.2677(11) 0.2603(3) 0.072(4) Uani 0.35 1 d P
S(22) S 1.04056(11) 0.12354(16) 0.14051(4) 0.0414(7) Uani 1.00 1 d .
O(1) O 0.1672(3) 0.4351(5) 0.03192(12) 0.0480(17) Uani 1.00 1 d .
O(24) O 1.1970(3) -0.0045(4) 0.18568(10) 0.0429(16) Uani 1.00 1 d .
O(36) O 0.9242(3) 0.3665(4) 0.01465(12) 0.0457(16) Uani 1.00 1 d .
N(4) N 0.4272(3) 0.3453(5) 0.04381(13) 0.0400(19) Uani 1.00 1 d .
N(15) N 0.6846(4) 0.0788(5) 0.10811(13) 0.0407(19) Uani 1.00 1 d .
N(17) N 0.9484(3) 0.2580(5) 0.08559(13) 0.0388(19) Uani 1.00 1 d .
N(13) N 0.8542(4) 0.0999(5) 0.11880(13) 0.0406(19) Uani 1.00 1 d .
N(25) N 1.2920(4) 0.1950(5) 0.18619(13) 0.0425(19) Uani 1.00 1 d .
N(7) N 0.6061(4) 0.2286(5) 0.06832(13) 0.0413(20) Uani 1.00 1 d .
N(19) N 1.1104(4) 0.3116(5) 0.09649(13) 0.0414(18) Uani 1.00 1 d .
C(33) C 1.464(4) 0.062(8) 0.1667(7) 0.17(3) Uiso 0.35 1 d P
C(6) C 0.5173(4) 0.1434(6) 0.07096(16) 0.038(2) Uani 1.00 1 d .
C(3) C 0.3394(4) 0.4355(7) 0.0452(2) 0.042(2) Uani 1.00 1 d .
C(5) C 0.4299(5) 0.2413(7) 0.07364(19) 0.042(2) Uani 1.00 1 d .
C(21) C 1.1586(4) 0.1813(6) 0.14567(16) 0.039(2) Uani 1.00 1 d .
C(10) C 0.6912(5) 0.1820(6) 0.08291(16) 0.038(2) Uani 1.00 1 d .
C(18) C 1.0309(5) 0.2390(6) 0.10509(16) 0.040(2) Uani 1.00 1 d .
C(9) C 0.5146(4) 0.4343(6) 0.04641(17) 0.043(2) Uani 1.00 1 d .
C(14) C 0.7657(5) 0.0442(6) 0.12462(17) 0.043(2) Uani 1.00 1 d .
C(2) C 0.2556(4) 0.3594(6) 0.02776(17) 0.043(2) Uani 1.00 1 d .
C(29) C 1.4763(5) 0.0482(7) 0.2661(2) 0.051(3) Uani 1.00 1 d .
C(16) C 0.7579(6) -0.0656(8) 0.1535(2) 0.048(3) Uani 1.00 1 d .
C(23) C 1.2181(5) 0.1162(6) 0.17387(17) 0.040(2) Uani 1.00 1 d .
C(26) C 1.3545(5) 0.1432(6) 0.21365(18) 0.041(2) Uani 1.00 1 d .
C(31) C 1.3312(4) 0.1720(6) 0.24851(19) 0.046(2) Uani 1.00 1 d .
C(12) C 0.8584(5) 0.1967(6) 0.09282(16) 0.039(2) Uani 1.00 1 d .
C(8) C 0.6032(5) 0.3412(7) 0.0412(2) 0.044(2) Uani 1.00 1 d .
C(30) C 1.3937(5) 0.1241(7) 0.27499(18) 0.048(3) Uani 1.00 1 d .
C(27) C 1.4380(5) 0.0690(7) 0.20529(17) 0.045(2) Uani 1.00 1 d .
C(11) C 0.7796(5) 0.2404(7) 0.07327(18) 0.042(2) Uani 1.00 1 d .
C(28) C 1.4990(6) 0.0194(7) 0.2318(2) 0.053(3) Uani 1.00 1 d .
C(32) C 1.2328(11) 0.2393(18) 0.2572(5) 0.026(4) Uiso 0.65 1 d P
C(20) C 1.1823(5) 0.2778(6) 0.12010(17) 0.044(2) Uani 1.00 1 d .
H(33A) H 1.4744 0.1606 0.1578 0.203 Uiso 0.35 1 calc R
H(33B) H 1.4110 0.0163 0.1536 0.203 Uiso 0.35 1 calc R
H(33C) H 1.5228 0.0047 0.1637 0.203 Uiso 0.35 1 calc R
H(6A) H 0.5205 0.0801 0.0920 0.046 Uiso 1.00 1 calc R
H(6B) H 0.5110 0.0804 0.0499 0.046 Uiso 1.00 1 calc R
H(3A) H 0.351(3) 0.532(5) 0.0312(13) 0.030 Uiso 1.00 1 d .
H(3B) H 0.327(3) 0.464(5) 0.0713(14) 0.030 Uiso 1.00 1 d .
H(1) H 0.144(4) 0.411(7) 0.0509(10) 0.0532 Uiso 1.00 1 d .
H(5A) H 0.371(4) 0.180(5) 0.0719(13) 0.030 Uiso 1.00 1 d .
H(5B) H 0.430(3) 0.294(5) 0.0980(14) 0.030 Uiso 1.00 1 d .
H(17) H 0.9526 0.3139 0.0668 0.047 Uiso 1.00 1 calc R
H(25) H 1.3027 0.2815 0.1771 0.051 Uiso 1.00 1 calc R
H(9A) H 0.5172 0.4812 0.0699 0.051 Uiso 1.00 1 calc R
H(9B) H 0.5129 0.5116 0.0283 0.051 Uiso 1.00 1 calc R
H(2A) H 0.2694 0.3484 0.0023 0.052 Uiso 1.00 1 calc R
H(2B) H 0.2490 0.2609 0.0379 0.052 Uiso 1.00 1 calc R
H(29) H 1.516(4) 0.009(5) 0.2860(14) 0.030 Uiso 1.00 1 d .
H(16A) H 0.703(4) -0.129(6) 0.1499(13) 0.030 Uiso 1.00 1 d .
H(16B) H 0.750(4) -0.023(6) 0.1764(15) 0.030 Uiso 1.00 1 d .
H(16C) H 0.809(4) -0.118(6) 0.1555(13) 0.030 Uiso 1.00 1 d .
H(8A) H 0.604(3) 0.299(5) 0.0148(14) 0.030 Uiso 1.00 1 d .
H(8B) H 0.663(4) 0.401(5) 0.0422(13) 0.030 Uiso 1.00 1 d .
H(30) H 1.3795 0.1435 0.2990 0.057 Uiso 1.00 1 calc R
H(11) H 0.786(4) 0.311(6) 0.0560(13) 0.030 Uiso 1.00 1 d .
H(28) H 1.554(4) -0.038(6) 0.2280(13) 0.030 Uiso 1.00 1 d .
H(36B) H 0.904(4) 0.437(5) 0.0032(15) 0.0532 Uiso 1.00 1 d .
H(36A) H 0.928(4) 0.306(5) -0.0012(11) 0.0532 Uiso 1.00 1 d .
H(32A) H 1.2422 0.3282 0.2710 0.032 Uiso 0.65 1 calc R
H(32B) H 1.1945 0.1699 0.2710 0.032 Uiso 0.65 1 calc R
H(32C) H 1.1988 0.2627 0.2353 0.032 Uiso 0.65 1 calc R
H(20) H 1.2448 0.3195 0.1186 0.053 Uiso 1.00 1 calc R
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.018 0.009
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.000 0.000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
Cl Cl 0.364 0.702
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.031 0.018
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.049 0.032
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.333 0.557
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
C(21) S(22) C(18) 88.4(3) yes
C(3) N(4) C(5) 111.0(5) yes
C(3) N(4) C(9) 111.4(4) yes
C(5) N(4) C(9) 106.8(5) yes
C(10) N(15) C(14) 116.5(5) yes
C(18) N(17) C(12) 125.9(5) yes
C(14) N(13) C(12) 114.7(5) yes
C(23) N(25) C(26) 122.3(5) yes
C(6) N(7) C(10) 121.9(5) yes
C(6) N(7) C(8) 114.0(5) yes
C(10) N(7) C(8) 121.9(5) yes
C(18) N(19) C(20) 109.1(5) yes
N(7) C(6) C(5) 111.0(5) yes
N(4) C(3) C(2) 111.0(5) yes
N(4) C(5) C(6) 110.7(5) yes
S(22) C(21) C(23) 119.0(4) yes
S(22) C(21) C(20) 110.4(5) yes
C(23) C(21) C(20) 130.4(6) yes
N(15) C(10) N(7) 116.6(5) yes
N(15) C(10) C(11) 121.2(6) yes
N(7) C(10) C(11) 122.2(5) yes
S(22) C(18) N(17) 124.4(5) yes
S(22) C(18) N(19) 115.9(5) yes
N(17) C(18) N(19) 119.6(5) yes
N(4) C(9) C(8) 110.3(5) yes
N(15) C(14) N(13) 127.1(6) yes
N(15) C(14) C(16) 116.6(6) yes
N(13) C(14) C(16) 116.3(6) yes
O(1) C(2) C(3) 112.9(5) yes
C(30) C(29) C(28) 121.5(7) yes
O(24) C(23) N(25) 122.9(6) yes
O(24) C(23) C(21) 119.7(5) yes
N(25) C(23) C(21) 117.4(5) yes
N(25) C(26) C(31) 119.2(5) yes
N(25) C(26) C(27) 120.2(6) yes
C(31) C(26) C(27) 120.6(6) yes
Cl(34) C(31) C(26) 122.6(6) yes
Cl(34) C(31) C(30) 118.6(7) yes
Cl(34) C(31) C(32) 8.3(7) yes
C(26) C(31) C(30) 118.7(6) yes
C(26) C(31) C(32) 119.3(9) yes
C(30) C(31) C(32) 121.6(9) yes
N(17) C(12) N(13) 117.1(5) yes
N(17) C(12) C(11) 118.9(5) yes
N(13) C(12) C(11) 123.9(6) yes
N(7) C(8) C(9) 109.3(5) yes
C(29) C(30) C(31) 119.8(6) yes
Cl(35) C(27) C(33) 8(3) yes
Cl(35) C(27) C(26) 121.3(5) yes
Cl(35) C(27) C(28) 118.2(5) yes
C(33) C(27) C(26) 116(2) yes
C(33) C(27) C(28) 123(2) yes
C(26) C(27) C(28) 120.4(6) yes
C(10) C(11) C(12) 116.4(6) yes
C(29) C(28) C(27) 119.0(7) yes
N(19) C(20) C(21) 116.0(5) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Cl(35) C(27) 1.712(7) yes
Cl(34) C(31) 1.700(10) yes
S(22) C(21) 1.732(9) yes
S(22) C(18) 1.719(4) yes
O(1) C(2) 1.419(6) yes
O(24) C(23) 1.234(7) yes
N(4) C(3) 1.473(6) yes
N(4) C(5) 1.483(6) yes
N(4) C(9) 1.466(10) yes
N(15) C(10) 1.351(6) yes
N(15) C(14) 1.326(8) yes
N(17) C(18) 1.373(8) yes
N(17) C(12) 1.396(10) yes
N(13) C(14) 1.348(10) yes
N(13) C(12) 1.330(6) yes
N(25) C(23) 1.340(11) yes
N(25) C(26) 1.436(7) yes
N(7) C(6) 1.463(10) yes
N(7) C(10) 1.372(7) yes
N(7) C(8) 1.463(6) yes
N(19) C(18) 1.331(10) yes
N(19) C(20) 1.375(8) yes
C(33) C(27) 1.51(3) yes
C(6) C(5) 1.514(6) yes
C(3) C(2) 1.509(16) yes
C(21) C(23) 1.477(8) yes
C(21) C(20) 1.356(7) yes
C(10) C(11) 1.388(12) yes
C(9) C(8) 1.512(7) yes
C(14) C(16) 1.495(8) yes
C(29) C(30) 1.384(8) yes
C(29) C(28) 1.364(14) yes
C(26) C(31) 1.387(12) yes
C(26) C(27) 1.381(8) yes
C(31) C(30) 1.398(10) yes
C(31) C(32) 1.536(14) yes
C(12) C(11) 1.381(10) yes
C(27) C(28) 1.391(9) yes
