# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_cd71msa_223
_database_code_depnum_ccdc_archive 'CCDC 1049025'
_audit_update_record             
;
2015-02-16 deposited with the CCDC.
2015-05-01 downloaded from the CCDC.
;
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_Int_Tables_number      14
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 -x,1/2+y,1/2-z
3 -x,-y,-z
4 x,1/2-y,1/2+z
_cell_length_a                   6.8390(2)
_cell_length_b                   22.3969(7)
_cell_length_c                   16.7145(5)
_cell_angle_alpha                90
_cell_angle_beta                 105.145(2)
_cell_angle_gamma                90
_cell_volume                     2471.28
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
S1 S 0.28660(14) 0.69006(4) 0.09827(5)
O1 O 0.1114(4) 0.70940(12) 0.12083(17)
O2 O 0.3739(5) 0.63346(11) 0.12750(17)
O3 O 0.2724(4) 0.85257(13) -0.03591(17)
H3A H 0.320(8) 0.878(2) 0.000(3)
O4 O 0.4220(5) 0.90161(11) 0.10358(17)
N1 N 0.4611(4) 0.74093(12) 0.12699(17)
N2 N 0.5233(5) 0.84390(14) 0.22053(19)
H2A H 0.535(6) 0.807(2) 0.238(3)
N3 N 0.6355(5) 0.86740(14) 0.35775(19)
C1 C 0.2380(5) 0.69220(17) -0.0104(2)
C2 C 0.1840(6) 0.64129(19) -0.0575(3)
H2 H 0.1801 0.6042 -0.0317
C3 C 0.1354(7) 0.6453(2) -0.1434(3)
H3 H 0.0984 0.6109 -0.1761
C4 C 0.1416(7) 0.7001(2) -0.1805(3)
H4 H 0.1045 0.7030 -0.2387
C5 C 0.2014(6) 0.7507(2) -0.1335(2)
H5 H 0.2093 0.7873 -0.1598
C6 C 0.2506(6) 0.74779(17) -0.0470(2)
C7 C 0.3141(5) 0.80092(16) 0.0041(2)
C8 C 0.4058(5) 0.79762(15) 0.0869(2)
C9 C 0.4508(6) 0.85184(16) 0.1368(2)
C10 C 0.5677(6) 0.88859(16) 0.2809(2)
C11 C 0.5423(7) 0.94916(18) 0.2648(3)
H11 H 0.4958 0.9633 0.2102
C12 C 0.5865(8) 0.9880(2) 0.3306(3)
H12 H 0.5699 1.0293 0.3212
C13 C 0.6546(8) 0.9667(2) 0.4097(3)
H13 H 0.6853 0.9929 0.4552
C14 C 0.6768(7) 0.90646(19) 0.4206(3)
H14 H 0.7233 0.8917 0.4749
C15 C 0.6718(6) 0.72245(17) 0.1326(2)
H15A H 0.6874 0.7153 0.0773
H15B H 0.7022 0.6861 0.1650
H15C H 0.7641 0.7538 0.1590
O5 O 0.5989(5) 0.59912(14) 0.31081(17)
H5A H 0.588(9) 0.634(3) 0.296(4)
O6 O 0.9709(6) 0.61497(14) 0.64564(17)
H6A H 0.982(9) 0.584(3) 0.667(4)
O7 O 0.6196(5) 0.71668(12) 0.30937(15)
O8 O 0.7435(4) 0.76406(12) 0.42865(16)
H8A H 0.698(7) 0.798(2) 0.394(3)
C16 C 0.6905(6) 0.60436(17) 0.3935(2)
C17 C 0.7471(5) 0.65961(16) 0.4320(2)
C18 C 0.8431(5) 0.66127(17) 0.5170(2)
H18 H 0.8820 0.6982 0.5431
C19 C 0.8808(6) 0.60995(17) 0.5622(2)
C20 C 0.8247(7) 0.55531(19) 0.5240(3)
H20 H 0.8501 0.5200 0.5554
C21 C 0.7319(8) 0.55262(19) 0.4403(3)
H21 H 0.6965 0.5154 0.4147
C22 C 0.6991(6) 0.71537(17) 0.3849(2)
O9 O 0.007(4) 0.5117(8) 0.7407(14)
C23 C 0.016(8) 0.4616(10) 0.7661(12)
C24 C -0.058(4) 0.4064(9) 0.7232(14)
H24A H -0.1624 0.3897 0.7458
H24B H 0.0533 0.3782 0.7303
H24C H -0.1129 0.4145 0.6646
C25 C 0.150(4) 0.4480(10) 0.8565(10)
H25A H 0.2788 0.4311 0.8535
H25B H 0.0802 0.4198 0.8833
H25C H 0.1742 0.4848 0.8882
O9B O 0.068(3) 0.5152(7) 0.7435(13)
C23B C 0.028(9) 0.4661(11) 0.7624(13)
C24B C -0.097(4) 0.4213(10) 0.7106(13)
H24D H -0.2387 0.4312 0.7028
H24E H -0.0693 0.3825 0.7372
H24F H -0.0659 0.4201 0.6572
C25B C 0.082(4) 0.4485(11) 0.8570(11)
H25D H 0.1430 0.4091 0.8643
H25E H -0.0404 0.4482 0.8761
H25F H 0.1767 0.4773 0.8889

#END
_chemical_name_systematic        'piroxicam, 2,5-dihydroxybenzoic acid, acetone'
_chemical_name_common            'piroxicam, gentisic acid, acetone'
_exptl_crystal_colour            colorless
_exptl_crystal_description       prism
_diffrn_ambient_temperature      222
_chemical_formula_moiety         'C15 H13 N3 O4 S, C7 H6 O4, C3 H6 O'
_chemical_formula_sum            'C 25 H25 N3 O9 S'
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: acetonitrile'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_cd52ksa
_database_code_depnum_ccdc_archive 'CCDC 1049026'
_audit_update_record             
;
2015-02-11 deposited with the CCDC.
2015-05-01 downloaded from the CCDC.
;
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_Int_Tables_number      14
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 -x,1/2+y,1/2-z
3 -x,-y,-z
4 x,1/2-y,1/2+z
_cell_length_a                   14.2431(7)
_cell_length_b                   13.5610(7)
_cell_length_c                   11.7144(6)
_cell_angle_alpha                90
_cell_angle_beta                 112.525(3)
_cell_angle_gamma                90
_cell_volume                     2090.03
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
S1 S 0.77590(4) 0.60239(3) 0.66316(4)
O1 O 0.69555(11) 0.57465(10) 0.70170(13)
O2 O 0.87818(10) 0.58124(10) 0.74252(12)
O3 O 0.91289(11) 0.71477(10) 0.42811(13)
H3 H 0.9292(18) 0.6629(18) 0.395(2)
O4 O 0.92480(10) 0.53753(10) 0.36631(13)
N1 N 0.75417(12) 0.55093(11) 0.52873(15)
N2 N 0.83709(13) 0.41580(12) 0.42059(15)
H2 H 0.7998(18) 0.4008(17) 0.465(2)
N3 N 0.83770(13) 0.24675(12) 0.40218(16)
C1 C 0.82429(15) 0.58417(14) 0.47591(18)
C2 C 0.84968(15) 0.68108(14) 0.47895(17)
C3 C 0.80738(15) 0.75615(14) 0.53654(18)
C4 C 0.80457(16) 0.85601(15) 0.50555(19)
H4A H 0.8357 0.8778 0.4513
C5 C 0.75639(17) 0.92298(14) 0.55403(19)
H5A H 0.7546 0.9907 0.5326
C6 C 0.71078(16) 0.89265(15) 0.6333(2)
H6A H 0.6761 0.9393 0.6635
C7 C 0.71536(15) 0.79475(15) 0.66896(18)
H7A H 0.6854 0.7739 0.7248
C8 C 0.76465(15) 0.72787(14) 0.62132(18)
C9 C 0.64644(15) 0.54933(15) 0.44114(19)
H9A H 0.6396 0.5068 0.3707
H9B H 0.6247 0.6164 0.4117
H9C H 0.6038 0.5237 0.4832
C10 C 0.86640(15) 0.51100(14) 0.41707(18)
C11 C 0.86650(15) 0.33292(14) 0.36993(18)
C12 C 0.86578(16) 0.16340(15) 0.3609(2)
H12A H 0.8463 0.1020 0.3842
C13 C 0.92113(16) 0.16219(16) 0.2869(2)
H13A H 0.9408 0.1019 0.2613
C14 C 0.94690(16) 0.25212(16) 0.25143(19)
H14A H 0.9835 0.2542 0.1986
C15 C 0.91974(15) 0.33894(16) 0.29237(19)
H15A H 0.9369 0.4010 0.2682
O5 O 0.71289(11) 0.19020(10) 0.51016(13)
H5 H 0.7575(18) 0.2196(17) 0.474(2)
O6 O 0.70157(11) 0.34751(10) 0.55984(13)
O7 O 0.61142(11) 0.38841(10) 0.71335(14)
H7 H 0.646(2) 0.3980(18) 0.671(2)
O8 O 0.48135(11) 0.00062(10) 0.65188(14)
H8 H 0.4484(19) -0.0108(18) 0.695(2)
C16 C 0.67814(15) 0.25998(14) 0.56127(17)
C17 C 0.61042(14) 0.22641(14) 0.62225(18)
C18 C 0.58240(14) 0.29154(14) 0.69710(18)
C19 C 0.52323(15) 0.25791(14) 0.76006(18)
H19A H 0.5056 0.3015 0.8122
C20 C 0.49008(15) 0.16138(14) 0.74690(19)
H20A H 0.4504 0.1387 0.7909
C21 C 0.51428(14) 0.09705(14) 0.66964(17)
C22 C 0.57429(15) 0.12903(14) 0.60831(18)
H22A H 0.5913 0.0848 0.5563

#END
_chemical_name_systematic        'piroxicam / 2,5-dihydroxybenzoic acid'
_chemical_name_common            'piroxicam / gentisic acid'
_exptl_crystal_colour            colorless
_exptl_crystal_description       prism
_diffrn_ambient_temperature      100
_chemical_formula_moiety         'C15 H13 N3 O4 S, C7 H6 O4'
_chemical_formula_sum            'C22 H19 N3 O8 S'
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: acetonitrile'
