#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/80/4508046.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_4508046
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 nitromethane 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                 125.521(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   24.850(4)
_cell_length_b                   12.4355(17)
_cell_length_c                   15.128(2)
_cell_measurement_reflns_used    5152
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      26.03
_cell_measurement_theta_min      2.89
_cell_volume                     3804.9(10)
_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 0.992
_diffrn_measured_fraction_theta_max 0.992
_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  0.0622
_diffrn_reflns_av_sigmaI/netI    0.0366
_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            19429
_diffrn_reflns_theta_full        26.15
_diffrn_reflns_theta_max         26.15
_diffrn_reflns_theta_min         1.92
_exptl_absorpt_coefficient_mu    0.179
_exptl_absorpt_correction_T_max  0.9685
_exptl_absorpt_correction_T_min  0.9516
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Bruker AXS SADABS program'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.147
_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          0.24
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.460
_refine_diff_density_min         -0.179
_refine_diff_density_rms         0.056
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.134
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     214
_refine_ls_number_reflns         3781
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.134
_refine_ls_R_factor_all          0.0794
_refine_ls_R_factor_gt           0.0691
_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)+(0.0736P)²+4.3642P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1695
_refine_ls_wR_factor_ref         0.1772
_reflns_number_gt                3294
_reflns_number_total             3781
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg400692x_si_007.cif
_cod_data_source_block           Olanzapine_nitromethane_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_cell_volume        3804.9(9)
_cod_original_sg_symbol_Hall     '-C 2yc '
_cod_original_sg_symbol_H-M      'C2/c  '
_cod_database_code               4508046
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
S1 S 0.20753(4) 0.84852(6) 0.25502(6) 0.0547(3) Uani 1 1 d .
N1 N 0.32686(11) 0.62494(17) 0.17939(18) 0.0432(5) Uani 1 1 d .
C1 C 0.26379(13) 0.64020(19) 0.1231(2) 0.0407(6) Uani 1 1 d .
N3 N 0.22327(11) 0.58176(17) 0.02948(18) 0.0451(5) Uani 1 1 d .
N2 N 0.31093(12) 0.70606(19) 0.34426(19) 0.0485(6) Uani 1 1 d .
C2 C 0.36965(13) 0.7268(2) 0.3509(2) 0.0422(6) Uani 1 1 d .
N4 N 0.14410(13) 0.44697(19) -0.15614(19) 0.0554(6) Uani 1 1 d .
C3 C 0.25408(13) 0.7474(2) 0.2509(2) 0.0422(6) Uani 1 1 d .
C4 C 0.17439(13) 0.7850(2) 0.0699(2) 0.0461(6) Uani 1 1 d .
H4 H 0.1528 0.7781 -0.0046 0.055 Uiso 1 1 calc R
C5 C 0.23088(12) 0.72186(19) 0.1473(2) 0.0401(6) Uani 1 1 d .
C6 C 0.37393(12) 0.6896(2) 0.2674(2) 0.0407(6) Uani 1 1 d .
C7 C 0.43265(14) 0.7091(2) 0.2779(2) 0.0489(6) Uani 1 1 d .
H7 H 0.4370 0.6838 0.2245 0.059 Uiso 1 1 calc R
C8 C 0.25358(15) 0.5116(2) -0.0077(2) 0.0493(7) Uani 1 1 d .
H8A H 0.2649 0.4431 0.0297 0.059 Uiso 1 1 calc R
H8B H 0.2939 0.5443 0.0088 0.059 Uiso 1 1 calc R
C9 C 0.42233(15) 0.7805(3) 0.4390(2) 0.0577(8) Uani 1 1 d .
H9 H 0.4191 0.8042 0.4940 0.069 Uiso 1 1 calc R
C10 C 0.15511(14) 0.8552(2) 0.1143(2) 0.0530(7) Uani 1 1 d .
C11 C 0.16016(13) 0.5388(2) 0.0008(2) 0.0474(6) Uani 1 1 d .
H11A H 0.1401 0.5893 0.0224 0.057 Uiso 1 1 calc R
H11B H 0.1676 0.4718 0.0392 0.057 Uiso 1 1 calc R
C12 C 0.11431(15) 0.5196(2) -0.1200(2) 0.0580(8) Uani 1 1 d .
H12A H 0.0732 0.4889 -0.1378 0.070 Uiso 1 1 calc R
H12B H 0.1042 0.5877 -0.1579 0.070 Uiso 1 1 calc R
C13 C 0.20603(16) 0.4941(2) -0.1285(2) 0.0565(7) Uani 1 1 d .
H13A H 0.1969 0.5623 -0.1659 0.068 Uiso 1 1 calc R
H13B H 0.2260 0.4466 -0.1527 0.068 Uiso 1 1 calc R
C14 C 0.48452(14) 0.7648(3) 0.3651(3) 0.0572(8) Uani 1 1 d .
H14 H 0.5225 0.7789 0.3687 0.069 Uiso 1 1 calc R
C15 C 0.47970(15) 0.7995(3) 0.4469(3) 0.0659(9) Uani 1 1 d .
H15 H 0.5148 0.8354 0.5070 0.079 Uiso 1 1 calc R
C16 C 0.0995(2) 0.4270(3) -0.2737(3) 0.0851(12) Uani 1 1 d .
H16A H 0.0593 0.3950 -0.2910 0.128 Uiso 1 1 calc R
H16B H 0.1205 0.3791 -0.2948 0.128 Uiso 1 1 calc R
H16C H 0.0896 0.4938 -0.3121 0.128 Uiso 1 1 calc R
C17 C 0.09916(17) 0.9351(3) 0.0594(3) 0.0772(11) Uani 1 1 d .
H17A H 0.1164 1.0062 0.0848 0.116 Uiso 1 1 calc R
H17B H 0.0683 0.9182 0.0762 0.116 Uiso 1 1 calc R
H17C H 0.0771 0.9317 -0.0177 0.116 Uiso 1 1 calc R
O1 O 0.32042(12) 0.75168(17) 0.54339(17) 0.0620(6) Uani 1 1 d .
H2A H 0.3162(14) 0.725(2) 0.403(2) 0.045(8) Uiso 1 1 d .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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
C3 S1 C10 91.81(13)
C1 N1 C6 124.3(2)
N1 C1 N3 118.9(2)
N1 C1 C5 124.9(2)
N3 C1 C5 116.0(2)
C1 N3 C8 118.6(2)
C1 N3 C11 121.1(2)
C8 N3 C11 111.8(2)
C3 N2 C2 113.5(2)
C9 C2 C6 120.1(3)
C9 C2 N2 120.8(2)
C6 C2 N2 119.0(2)
C12 N4 C13 108.9(2)
C12 N4 C16 111.6(3)
C13 N4 C16 110.0(3)
C5 C3 N2 125.8(2)
C5 C3 S1 111.5(2)
N2 C3 S1 122.5(2)
C10 C4 C5 114.3(3)
C3 C5 C4 111.9(2)
C3 C5 C1 121.5(2)
C4 C5 C1 126.6(2)
C7 C6 C2 117.4(2)
C7 C6 N1 116.6(2)
C2 C6 N1 125.7(2)
C14 C7 C6 122.1(3)
N3 C8 C13 109.7(2)
C15 C9 C2 121.2(3)
C4 C10 C17 129.4(3)
C4 C10 S1 110.4(2)
C17 C10 S1 120.1(2)
N3 C11 C12 110.0(2)
N4 C12 C11 111.2(2)
N4 C13 C8 111.0(2)
C15 C14 C7 119.6(3)
C9 C15 C14 119.5(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S1 C3 1.734(3)
S1 C10 1.736(3)
N1 C1 1.291(3)
N1 C6 1.407(3)
C1 N3 1.375(3)
C1 C5 1.477(3)
N3 C8 1.462(3)
N3 C11 1.463(3)
N2 C3 1.391(4)
N2 C2 1.427(3)
C2 C9 1.381(4)
C2 C6 1.406(4)
N4 C12 1.461(4)
N4 C13 1.462(4)
N4 C16 1.471(4)
C3 C5 1.357(4)
C4 C10 1.348(4)
C4 C5 1.431(4)
C6 C7 1.394(4)
C7 C14 1.381(4)
C8 C13 1.508(4)
C9 C15 1.380(5)
C10 C17 1.506(4)
C11 C12 1.508(4)
C14 C15 1.380(5)
