#------------------------------------------------------------------------------
#$Date: 2016-03-26 22:13:34 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180495 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/64/7216420.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_7216420
loop_
_publ_author_name
'Rao Khandavilli, U. B.'
'Gangavaram, Swarupa'
'Rajesh Goud, N.'
'Cherukuvada, Suryanarayan'
'Raghavender, S.'
'Nangia, Ashwini'
'Manjunatha, Sulur G.'
'Nambiar, Sudhir'
'Pal, Sharmistha'
_publ_section_title
;
 High solubility crystalline hydrates of Na and K furosemide salts
;
_journal_issue                   22
_journal_name_full               CrystEngComm
_journal_page_first              4842
_journal_paper_doi               10.1039/c3ce42347f
_journal_volume                  16
_journal_year                    2014
_chemical_formula_moiety         'C12 H10 Cl N2 O5 S Na . 3H2O'
_chemical_formula_sum            'C12 H16 Cl N2 Na O8 S'
_chemical_formula_weight         406.77
_chemical_melting_point          523
_chemical_name_common            'Furosemide sodium salt trihydrate'
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/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                 95.790(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   20.9184(10)
_cell_length_b                   10.4771(6)
_cell_length_c                   7.8468(4)
_cell_measurement_reflns_used    2067
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      29.0020
_cell_measurement_theta_min      2.7533
_cell_volume                     1710.96(16)
_computing_cell_refinement
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET)
(compiled Jan  5 2010,16:28:46)
;
_computing_data_collection
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET)
(compiled Jan  5 2010,16:28:46)
;
_computing_data_reduction
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET)
(compiled Jan  5 2010,16:28:46)
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      298(2)
_diffrn_detector_area_resol_mean 16.3291
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω 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  0.0479
_diffrn_reflns_av_sigmaI/netI    0.0822
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            6383
_diffrn_reflns_theta_full        24.71
_diffrn_reflns_theta_max         24.71
_diffrn_reflns_theta_min         2.76
_exptl_absorpt_coefficient_mu    0.415
_exptl_absorpt_correction_T_max  0.9071
_exptl_absorpt_correction_T_min  0.8258
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET)
(compiled Jan  5 2010,16:28:46)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.579
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             840
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.24
_refine_diff_density_max         0.251
_refine_diff_density_min         -0.273
_refine_diff_density_rms         0.056
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.920
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     262
_refine_ls_number_reflns         2921
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.920
_refine_ls_R_factor_all          0.0922
_refine_ls_R_factor_gt           0.0476
_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)+(0.0344P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0808
_refine_ls_wR_factor_ref         0.0901
_reflns_number_gt                1797
_reflns_number_total             2921
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3ce42347f2.cif
_cod_data_source_block           Furosemide-Na-trihydrate
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value '523 K' was changed to '523' - the
value should be numeric and without a unit designator.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 
;
_cod_original_cell_volume        1710.96(15)
_cod_database_code               7216420
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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 0.29100(4) -0.07974(8) 0.40932(10) 0.0329(2) Uani 1 1 d .
Cl1 Cl 0.15017(4) -0.01860(9) 0.53856(12) 0.0494(3) Uani 1 1 d .
Na1 Na 0.45809(6) -0.13938(12) 0.39654(18) 0.0441(4) Uani 1 1 d .
O1 O 0.35452(10) -0.0627(2) 0.3578(3) 0.0450(7) Uani 1 1 d .
O3 O 0.38527(11) 0.3733(2) 0.3496(3) 0.0403(6) Uani 1 1 d .
O4 O 0.31455(11) 0.5217(2) 0.4021(3) 0.0459(7) Uani 1 1 d .
C4 C 0.26222(15) 0.0748(3) 0.4388(4) 0.0284(8) Uani 1 1 d .
N2 N 0.20064(14) 0.4520(3) 0.4937(4) 0.0384(8) Uani 1 1 d .
C3 C 0.30082(14) 0.1781(3) 0.4064(4) 0.0276(8) Uani 1 1 d .
H3 H 0.3410 0.1612 0.3706 0.033 Uiso 1 1 calc R
O2 O 0.24560(11) -0.1517(2) 0.2991(3) 0.0457(7) Uani 1 1 d .
O5 O 0.05473(12) 0.4387(2) 0.3456(3) 0.0519(7) Uani 1 1 d .
N1 N 0.29887(19) -0.1532(3) 0.5904(4) 0.0447(9) Uani 1 1 d .
C2 C 0.28339(14) 0.3040(3) 0.4237(4) 0.0266(8) Uani 1 1 d .
C1 C 0.33053(16) 0.4071(3) 0.3904(4) 0.0307(8) Uani 1 1 d .
C7 C 0.22023(15) 0.3312(3) 0.4745(4) 0.0297(8) Uani 1 1 d .
C6 C 0.18143(15) 0.2261(3) 0.5039(4) 0.0354(9) Uani 1 1 d .
H6 H 0.1402 0.2409 0.5343 0.043 Uiso 1 1 calc R
C9 C 0.08982(16) 0.5330(4) 0.4290(4) 0.0361(9) Uani 1 1 d .
C5 C 0.20147(15) 0.1027(3) 0.4899(4) 0.0323(8) Uani 1 1 d .
C8 C 0.14187(15) 0.4937(3) 0.5614(4) 0.0414(9) Uani 1 1 d .
H8C H 0.1520 0.5651 0.6382 0.050 Uiso 1 1 calc R
H8D H 0.1261 0.4248 0.6283 0.050 Uiso 1 1 calc R
C11 C 0.0162(2) 0.6232(5) 0.2442(5) 0.0659(13) Uani 1 1 d .
H11 H -0.0084 0.6842 0.1814 0.079 Uiso 1 1 calc R
C12 C 0.01013(18) 0.4987(5) 0.2334(5) 0.0642(13) Uani 1 1 d .
H12 H -0.0204 0.4568 0.1593 0.077 Uiso 1 1 calc R
C10 C 0.06832(19) 0.6453(4) 0.3722(5) 0.0606(12) Uani 1 1 d .
H10 H 0.0843 0.7245 0.4091 0.073 Uiso 1 1 calc R
O7 O 0.54545(12) -0.2744(3) 0.3625(4) 0.0422(7) Uani 1 1 d .
O8 O 0.52517(15) 0.0325(3) 0.3175(4) 0.0477(7) Uani 1 1 d .
O6 O 0.41878(16) -0.3183(4) 0.5631(4) 0.0563(8) Uani 1 1 d .
H7B H 0.5688(17) -0.245(3) 0.305(5) 0.044(13) Uiso 1 1 d .
H1A H 0.2658(18) -0.189(4) 0.604(5) 0.055(14) Uiso 1 1 d .
H8B H 0.5530(18) 0.003(4) 0.272(5) 0.053(14) Uiso 1 1 d .
H1B H 0.3140(16) -0.102(3) 0.687(4) 0.051(12) Uiso 1 1 d .
H8A H 0.501(2) 0.092(5) 0.251(6) 0.103(19) Uiso 1 1 d .
H2 H 0.2278(17) 0.509(3) 0.479(5) 0.056(13) Uiso 1 1 d .
H7A H 0.574(3) -0.303(5) 0.476(7) 0.14(2) Uiso 1 1 d .
H6A H 0.400(3) -0.387(5) 0.527(7) 0.12(2) Uiso 1 1 d .
H6B H 0.389(3) -0.284(5) 0.580(7) 0.12(3) 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'
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'
Cl Cl 0.1484 0.1585 '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'
Na Na 0.0362 0.0249 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
O2 S1 O1 118.07(14) . .
O2 S1 N1 106.49(18) . .
O1 S1 N1 107.00(17) . .
O2 S1 C4 110.51(15) . .
O1 S1 C4 105.19(14) . .
N1 S1 C4 109.36(16) . .
O1 Na1 O7 158.18(11) . .
O1 Na1 O8 105.70(11) . .
O7 Na1 O8 86.60(11) . .
O1 Na1 O6 88.61(11) . .
O7 Na1 O6 84.69(13) . .
O8 Na1 O6 159.82(13) . .
O1 Na1 O8 90.41(11) . 3_656
O7 Na1 O8 109.38(12) . 3_656
O8 Na1 O8 82.15(10) . 3_656
O6 Na1 O8 83.63(12) . 3_656
O1 Na1 O6 74.85(10) . 4
O7 Na1 O6 87.42(11) . 4
O8 Na1 O6 90.10(12) . 4
O6 Na1 O6 107.63(10) . 4
O8 Na1 O6 160.89(12) 3_656 4
O1 Na1 Na1 100.41(8) . 3_656
O7 Na1 Na1 100.72(8) . 3_656
O8 Na1 Na1 42.07(7) . 3_656
O6 Na1 Na1 122.34(11) . 3_656
O8 Na1 Na1 40.08(7) 3_656 3_656
O6 Na1 Na1 129.81(11) 4 3_656
O1 Na1 H6B 73.2(12) . .
O7 Na1 H6B 101.0(12) . .
O8 Na1 H6B 160.8(12) . .
O6 Na1 H6B 16.3(12) . .
O8 Na1 H6B 78.7(12) 3_656 .
O6 Na1 H6B 107.7(13) 4 .
Na1 Na1 H6B 118.7(12) 3_656 .
S1 O1 Na1 143.44(14) . .
C3 C4 C5 116.8(3) . .
C3 C4 S1 118.8(2) . .
C5 C4 S1 124.4(2) . .
C7 N2 C8 127.1(3) . .
C7 N2 H2 116(3) . .
C8 N2 H2 116(3) . .
C2 C3 C4 124.2(3) . .
C2 C3 H3 117.9 . .
C4 C3 H3 117.9 . .
C9 O5 C12 106.0(3) . .
S1 N1 H1A 109(3) . .
S1 N1 H1B 115(2) . .
H1A N1 H1B 112(3) . .
C3 C2 C7 118.3(3) . .
C3 C2 C1 119.1(3) . .
C7 C2 C1 122.7(3) . .
O4 C1 O3 122.7(3) . .
O4 C1 C2 119.5(3) . .
O3 C1 C2 117.9(3) . .
N2 C7 C6 122.3(3) . .
N2 C7 C2 120.9(3) . .
C6 C7 C2 116.8(3) . .
C5 C6 C7 122.9(3) . .
C5 C6 H6 118.6 . .
C7 C6 H6 118.6 . .
C10 C9 O5 109.6(3) . .
C10 C9 C8 133.1(4) . .
O5 C9 C8 117.3(3) . .
C6 C5 C4 121.0(3) . .
C6 C5 Cl1 118.3(2) . .
C4 C5 Cl1 120.7(3) . .
N2 C8 C9 114.5(3) . .
N2 C8 H8C 108.6 . .
C9 C8 H8C 108.6 . .
N2 C8 H8D 108.6 . .
C9 C8 H8D 108.6 . .
H8C C8 H8D 107.6 . .
C12 C11 C10 105.6(4) . .
C12 C11 H11 127.2 . .
C10 C11 H11 127.2 . .
C11 C12 O5 111.1(4) . .
C11 C12 H12 124.5 . .
O5 C12 H12 124.5 . .
C9 C10 C11 107.7(4) . .
C9 C10 H10 126.2 . .
C11 C10 H10 126.2 . .
Na1 O7 H7B 112(3) . .
Na1 O7 H7A 117(3) . .
H7B O7 H7A 106(4) . .
Na1 O8 Na1 97.85(10) . 3_656
Na1 O8 H8B 108(3) . .
Na1 O8 H8B 123(3) 3_656 .
Na1 O8 H8A 111(3) . .
Na1 O8 H8A 103(3) 3_656 .
H8B O8 H8A 113(4) . .
Na1 O6 Na1 123.50(15) . 4_556
Na1 O6 H6A 129(3) . .
Na1 O6 H6A 105(4) 4_556 .
Na1 O6 H6B 93(4) . .
Na1 O6 H6B 95(5) 4_556 .
H6A O6 H6B 95(5) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
S1 O2 1.432(2) .
S1 O1 1.439(2) .
S1 N1 1.610(3) .
S1 C4 1.751(3) .
Cl1 C5 1.730(3) .
Na1 O1 2.302(3) .
Na1 O7 2.348(3) .
Na1 O8 2.403(3) .
Na1 O6 2.473(3) .
Na1 O8 2.501(3) 3_656
Na1 O6 2.699(3) 4
Na1 Na1 3.697(3) 3_656
Na1 H6B 2.62(5) .
O3 C1 1.270(4) .
O4 C1 1.252(4) .
C4 C3 1.389(4) .
C4 C5 1.401(4) .
N2 C7 1.344(4) .
N2 C8 1.455(4) .
N2 H2 0.84(3) .
C3 C2 1.380(4) .
C3 H3 0.9300 .
O5 C9 1.358(4) .
O5 C12 1.369(4) .
N1 H1A 0.80(4) .
N1 H1B 0.96(4) .
C2 C7 1.446(4) .
C2 C1 1.503(4) .
C7 C6 1.401(4) .
C6 C5 1.367(4) .
C6 H6 0.9300 .
C9 C10 1.321(5) .
C9 C8 1.485(5) .
C8 H8C 0.9700 .
C8 H8D 0.9700 .
C11 C12 1.312(5) .
C11 C10 1.425(6) .
C11 H11 0.9300 .
C12 H12 0.9300 .
C10 H10 0.9300 .
O7 H7B 0.77(3) .
O7 H7A 1.06(6) .
O8 Na1 2.501(3) 3_656
O8 H8B 0.78(4) .
O8 H8A 0.93(5) .
O6 Na1 2.699(3) 4_556
O6 H6A 0.86(6) .
O6 H6B 0.74(5) .
