#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/80/4508044.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_4508044
loop_
_publ_author_name
'Thakuria, Ranjit'
'Nangia, Ashwini'
_publ_section_title
;
 Olanzapinium Salts, Isostructural Solvates, and Their Physicochemical
 Properties
;
_journal_issue                   8
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              3672
_journal_paper_doi               10.1021/cg400692x
_journal_volume                  13
_journal_year                    2013
_chemical_formula_moiety         'C17 H20 N4 S, O'
_chemical_formula_sum            'C17 H20 N4 O S'
_chemical_formula_weight         328.43
_chemical_name_systematic
; 
 Olanzapine acetonitrile monohydrate 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 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                 125.4670(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   24.549(2)
_cell_length_b                   12.5131(11)
_cell_length_c                   15.1433(13)
_cell_measurement_reflns_used    6093
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      26.09
_cell_measurement_theta_min      2.69
_cell_volume                     3788.6(6)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0238
_diffrn_reflns_av_sigmaI/netI    0.0166
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            19376
_diffrn_reflns_theta_full        26.09
_diffrn_reflns_theta_max         26.09
_diffrn_reflns_theta_min         1.92
_exptl_absorpt_coefficient_mu    0.180
_exptl_absorpt_correction_T_max  0.9684
_exptl_absorpt_correction_T_min  0.9514
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Bruker AXS SADABS program'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.152
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1392
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.571
_refine_diff_density_min         -0.209
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.111
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     214
_refine_ls_number_reflns         3755
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.111
_refine_ls_R_factor_all          0.0545
_refine_ls_R_factor_gt           0.0500
_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)+(0.0809P)²+1.7753P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1412
_refine_ls_wR_factor_ref         0.1450
_reflns_number_gt                3394
_reflns_number_total             3755
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg400692x_si_005.cif
_cod_data_source_block           Olanzapine_acetonitrile_monohydrate
_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 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_Hall     '-C 2yc '
_cod_original_sg_symbol_H-M      'C2/c  '
_cod_database_code               4508044
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'
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
C1 C 0.43522(9) 0.28645(15) 0.28243(15) 0.0484(4) Uani 1 1 d .
H1 H 0.4402 0.3105 0.2294 0.058 Uiso 1 1 calc R
C2 C 0.48705(9) 0.23124(18) 0.37034(17) 0.0587(5) Uani 1 1 d .
H2 H 0.5258 0.2167 0.3750 0.070 Uiso 1 1 calc R
C3 C 0.48131(10) 0.19779(19) 0.45115(17) 0.0652(6) Uani 1 1 d .
H3 H 0.5165 0.1618 0.5112 0.078 Uiso 1 1 calc R
C4 C 0.42333(10) 0.21790(17) 0.44267(15) 0.0558(5) Uani 1 1 d .
H4 H 0.4197 0.1956 0.4976 0.067 Uiso 1 1 calc R
C5 C 0.37012(8) 0.27117(14) 0.35310(13) 0.0428(4) Uani 1 1 d .
C6 C 0.37553(8) 0.30731(13) 0.27069(13) 0.0403(4) Uani 1 1 d .
C7 C 0.26500(8) 0.35691(13) 0.12627(13) 0.0396(4) Uani 1 1 d .
C8 C 0.23080(8) 0.27603(13) 0.14883(14) 0.0407(4) Uani 1 1 d .
C9 C 0.25363(9) 0.25044(14) 0.25232(14) 0.0430(4) Uani 1 1 d .
C10 C 0.15449(10) 0.14258(15) 0.11443(17) 0.0551(5) Uani 1 1 d .
C11 C 0.17391(9) 0.21323(14) 0.07069(15) 0.0465(4) Uani 1 1 d .
H11 H 0.1523 0.2206 -0.0037 0.056 Uiso 1 1 calc R
C12 C 0.25617(9) 0.48657(14) -0.00220(15) 0.0475(4) Uani 1 1 d .
H12A H 0.2974 0.4547 0.0156 0.057 Uiso 1 1 calc R
H12B H 0.2669 0.5545 0.0354 0.057 Uiso 1 1 calc R
C13 C 0.20912(10) 0.50428(16) -0.12304(15) 0.0548(5) Uani 1 1 d .
H13A H 0.2298 0.5520 -0.1460 0.066 Uiso 1 1 calc R
H13B H 0.2005 0.4367 -0.1604 0.066 Uiso 1 1 calc R
C14 C 0.11460(10) 0.47803(16) -0.11782(16) 0.0555(5) Uani 1 1 d .
H14A H 0.1045 0.4106 -0.1559 0.067 Uiso 1 1 calc R
H14B H 0.0729 0.5088 -0.1364 0.067 Uiso 1 1 calc R
C15 C 0.16059(8) 0.45854(15) 0.00340(15) 0.0466(4) Uani 1 1 d .
H15A H 0.1680 0.5250 0.0418 0.056 Uiso 1 1 calc R
H15B H 0.1399 0.4082 0.0243 0.056 Uiso 1 1 calc R
C16 C 0.10132(13) 0.5710(2) -0.26923(17) 0.0823(8) Uani 1 1 d .
H16A H 0.1233 0.6175 -0.2898 0.123 Uiso 1 1 calc R
H16B H 0.0610 0.6043 -0.2866 0.123 Uiso 1 1 calc R
H16C H 0.0906 0.5047 -0.3079 0.123 Uiso 1 1 calc R
C17 C 0.09784(12) 0.0629(2) 0.0586(2) 0.0848(8) Uani 1 1 d .
H17A H 0.0753 0.0678 -0.0184 0.127 Uiso 1 1 calc R
H17B H 0.0669 0.0783 0.0762 0.127 Uiso 1 1 calc R
H17C H 0.1154 -0.0079 0.0825 0.127 Uiso 1 1 calc R
H2A H 0.3157(10) 0.2718(16) 0.4041(18) 0.051(5) Uiso 1 1 d .
N1 N 0.32851(7) 0.37149(11) 0.18207(12) 0.0434(3) Uani 1 1 d .
N2 N 0.31073(8) 0.29196(13) 0.34605(12) 0.0477(4) Uani 1 1 d .
N3 N 0.22450(7) 0.41588(12) 0.03264(12) 0.0442(3) Uani 1 1 d .
N4 N 0.14586(8) 0.55047(12) -0.15217(12) 0.0531(4) Uani 1 1 d .
O1 O 0.31952(8) 0.24496(11) 0.54288(12) 0.0629(4) Uani 1 1 d .
S1 S 0.20634(2) 0.14936(4) 0.25486(4) 0.05714(19) 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
C2 C1 C6 121.96(18)
C3 C2 C1 119.84(19)
C2 C3 C4 119.71(18)
C3 C4 C5 120.93(18)
C4 C5 C6 120.09(16)
C4 C5 N2 120.17(16)
C6 C5 N2 119.72(15)
C1 C6 C5 117.44(16)
C1 C6 N1 116.63(15)
C5 C6 N1 125.65(15)
N1 C7 N3 118.40(15)
N1 C7 C8 125.55(15)
N3 C7 C8 115.89(14)
C9 C8 C11 112.02(15)
C9 C8 C7 121.21(16)
C11 C8 C7 126.72(15)
C8 C9 N2 125.74(16)
C8 C9 S1 111.33(14)
N2 C9 S1 122.73(13)
C11 C10 C17 129.2(2)
C11 C10 S1 110.71(14)
C17 C10 S1 120.09(17)
C10 C11 C8 114.05(17)
N3 C12 C13 109.45(15)
N4 C13 C12 110.78(16)
N4 C14 C15 110.74(15)
N3 C15 C14 109.87(16)
C7 N1 C6 123.87(14)
C9 N2 C5 112.94(14)
C7 N3 C15 120.86(14)
C7 N3 C12 118.45(14)
C15 N3 C12 111.81(14)
C14 N4 C13 109.35(15)
C14 N4 C16 111.15(16)
C13 N4 C16 110.46(18)
C9 S1 C10 91.88(9)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C2 1.379(3)
C1 C6 1.394(2)
C2 C3 1.376(3)
C3 C4 1.376(3)
C4 C5 1.391(3)
C5 C6 1.404(2)
C5 N2 1.423(2)
C6 N1 1.407(2)
C7 N1 1.284(2)
C7 N3 1.381(2)
C7 C8 1.476(2)
C8 C9 1.361(2)
C8 C11 1.432(2)
C9 N2 1.393(2)
C9 S1 1.7325(18)
C10 C11 1.347(3)
C10 C17 1.509(3)
C10 S1 1.735(2)
C12 N3 1.463(2)
C12 C13 1.510(2)
C13 N4 1.465(3)
C14 N4 1.464(3)
C14 C15 1.516(3)
C15 N3 1.461(2)
C16 N4 1.468(2)
