#------------------------------------------------------------------------------
#$Date: 2015-04-02 12:22:18 +0100 (Thu, 02 Apr 2015) $
#$Revision: 134621 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/04/2010474.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2010474
loop_
_publ_author_name
'Pakhomova, S.'
'Ondrack, M.'
'Kratochvil, B.'
'Jegporov, A.'
'Stuchlik, J.'
_publ_section_title
;
 Ergotamine Tartrate Bis(ethanol) Solvate
;
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              308
_journal_page_last               311
_journal_paper_doi               10.1107/S0108270194004233
_journal_volume                  51
_journal_year                    1995
_chemical_formula_moiety         'C39 H50 N5 O10'
_chemical_formula_sum            'C39 H50 N5 O10'
_chemical_formula_weight         748.85
_space_group_IT_number           18
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2 2ab'
_symmetry_space_group_name_H-M   'P 21 21 2'
_atom_type_scat_source           'SHELX76 (Sheldrick, 1976)'
_cell_angle_alpha                90.
_cell_angle_beta                 90.
_cell_angle_gamma                90.
_cell_formula_units_Z            4
_cell_length_a                   11.358(2)
_cell_length_b                   25.591(5)
_cell_length_c                   13.497(2)
_cell_measurement_reflns_used    22
_cell_measurement_temperature    295
_cell_measurement_theta_max      18.81
_cell_measurement_theta_min      18.13
_cell_volume                     3923.1(12)
_diffrn_measurement_device       'Enraf-Nonius CAD-4'
_diffrn_measurement_method       \w/2\q
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.028
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            3081
_diffrn_reflns_theta_max         25
_diffrn_standards_decay_%        -2.1
_diffrn_standards_interval_time  120
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.085
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.25
_exptl_crystal_description       prism
_exptl_crystal_size_max          0.70
_exptl_crystal_size_mid          0.56
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.16
_refine_diff_density_min         -0.18
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   0.8386
_refine_ls_hydrogen_treatment    noref
_refine_ls_number_parameters     475
_refine_ls_number_reflns         1453
_refine_ls_R_factor_obs          0.047
_refine_ls_shift/esd_max         0.004
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 0.6549/(\sF^2^ + 0.0009F^2^)'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.047
_reflns_number_observed          1453
_reflns_number_total             3076
_reflns_observed_criterion       I>=2.5\s(I)
_[local]_cod_data_source_file    li1098.cif
_[local]_cod_data_source_block   li1098_structure_1_of_1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'w = 0.6549/(\sF^2^ +
0.0009F^2^)' was changed to 'calc'. New tag
'_refine_ls_weighting_details' was created. The value of the new tag
was set to 'w = 0.6549/(\sF^2^ + 0.0009F^2^)'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        3923.1(7)
_cod_database_code               2010474
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,z
1/2-x,1/2+y,-z
1/2+x,1/2-y,-z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
N1 .3713(5) .7410(3) -.2122(4) .082(3)
N2 .3631(5) .8931(2) .1247(3) .057(2)
N3 .0557(5) .8724(2) .3582(3) .055(2)
N4 .0259(4) .7932(2) .5576(3) .047(2)
N5 .0162(4) .8018(2) .7567(3) .054(2)
O1 .2227(4) .8269(2) .3936(3) .074(2)
O2 .0604(4) .8801(2) .5334(3) .062(2)
O3 -.0770(4) .7745(2) .4172(3) .061(2)
O4 .0083(5) .7153(2) .7775(3) .085(2)
O5 .2045(4) .8322(2) .6110(3) .069(2)
C1 .4004(6) .7917(3) -.1973(5) .078(3)
C2 .3664(6) .8073(3) -.1050(4) .058(3)
C3 .3706(7) .8575(3) -.0482(4) .069(3)
C4 .3654(6) .8435(3) .0648(4) .048(2)
C5 .3287(6) .8838(3) .2305(4) .060(3)
C6 .2027(7) .8654(3) .2295(4) .058(3)
C7 .1896(6) .8176(3) .1658(4) .061(3)
C8 .2629(6) .8083(3) .0916(4) .052(3)
C9 .2573(6) .7596(3) .0294(4) .053(3)
C10 .2061(6) .7119(3) .0529(5) .070(3)
C11 .2114(8) .6687(4) -.0112(5) .092(4)
C12 .2689(8) .6739(4) -.1044(6) .089(4)
C13 .3156(7) .7207(4) -.1283(5) .070(4)
C14 .3140(6) .7628(3) -.0627(4) .053(3)
C15 .4791(6) .9201(3) .1238(5) .077(3)
C16 .1633(5) .8527(3) .3377(4) .051(3)
C17 -.0070(6) .8622(3) .4511(4) .052(3)
C18 -.0236(6) .8045(3) .4703(4) .050(3)
C19 .0201(6) .7449(3) .6110(4) .051(3)
C20 .0152(6) .7538(3) .7223(4) .058(3)
C21 .0216(7) .8130(4) .8646(4) .080(4)
C22 .0319(8) .8716(4) .8716(5) .107(5)
C23 .0874(7) .8870(3) .7704(4) .084(3)
C24 .0245(6) .8493(3) .6993(3) .056(3)
C25 .0838(6) .8385(3) .6006(4) .053(2)
C26 -.1235(6) .8914(3) .4461(5) .065(3)
C27 .1191(6) .7076(3) .5902(4) .077(2)
C28 .1208(5) .6838(3) .4874(5) .070(3)
C29 .0518(5) .6400(3) .4668(5) .106(5)
C30 .0587(5) .6161(3) .3742(5) .141(6)
C31 .1346(5) .6359(3) .3021(5) .130(6)
C32 .2036(5) .6796(3) .3227(5) .103(5)
C33 .1967(5) .7036(3) .4153(5) .076(3)
C34 .1715(8) -.0071(3) .1309(5) .081(4)
C35 .0491(7) .0187(3) .1330(5) .080(4)
O6 .1890(5) -.0395(2) .0628(3) .091(2)
O7 .2387(5) .0019(3) .2000(4) .122(3)
O8 .0464(5) .0521(2) .2193(4) .101(2)
C36 .3193(14) -.0014(6) .8334(15) .332(19)
O37 .4010(15) .0221(9) .9063(13) .464(19)
C38 .1967(14) .0234(9) .8459(14) .304(16)
C39 .2262(15) .4910(14) .5860(14) .78(5)
O40 .1035(17) .5054(11) .6109(17) .514(19)
C41 .235(2) .4798(9) .4741(17) .38(2)
HN1 .387 .721 -.274 .10
HN2 .302 .916 .092 .06
HN3 .004 .891 .299 .07
H05 .213 .831 .537 .08
H1 .441 .814 -.247 .10
H31 .445 .877 -.063 .08
H32 .302 .880 -.066 .08
H4 .438 .823 .081 .06
H51 .381 .857 .261 .07
H52 .336 .917 .269 .07
H6 .152 .894 .201 .06
H7 .124 .792 .180 .07
H10 .164 .708 .118 .08
H11 .175 .635 .008 .12
H12 .275 .644 -.151 .10
H151 .504 .927 .054 .09
H152 .539 .898 .157 .09
H153 .473 .954 .160 .09
H19 -.054 .728 .586 .06
H211 -.052 .801 .899 .11
H212 .092 .796 .895 .11
H221 -.048 .888 .880 .13
H222 .084 .882 .928 .13
H231 .174 .881 .770 .10
H232 .070 .924 .753 .10
H24 -.052 .865 .678 .07
H261 -.169 .885 .509 .08
H262 -.170 .878 .388 .08
H263 -.108 .930 .438 .08
H271 .195 .727 .600 .09
H272 .114 .679 .639 .09
H29 -.002 .626 .519 .12
H30 .009 .585 .359 .15
H311 .140 .619 .236 .15
H321 .258 .694 .271 .12
H33 .246 .735 .430 .08
H35 .042 .042 .072 .11
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1 N1 C13 . 110.3(6) yes
C4 N2 C15 . 111.8(5) yes
C16 N3 C17 . 123.3(5) yes
C18 N4 C25 . 111.7(5) yes
C20 N5 C21 . 121.8(5) yes
C21 N5 C24 . 111.2(6) yes
N1 C1 C2 . 110.3(6) yes
C1 C2 C14 . 104.7(6) yes
C2 C3 C4 . 107.5(6) yes
N2 C4 C8 . 111.1(5) yes
N2 C5 C6 . 106.8(5) yes
C5 C6 C16 . 109.2(6) yes
C6 C7 C8 . 121.1(7) yes
C4 C8 C9 . 113.1(5) yes
C8 C9 C10 . 128.2(5) yes
C10 C9 C14 . 116.5(7) yes
C10 C11 C12 . 119.3(9) yes
N1 C13 C12 . 134.6(7) yes
C12 C13 C14 . 121.9(7) yes
C2 C14 C13 . 111.3(6) yes
N3 C16 O1 . 125.5(5) yes
O1 C16 C6 . 122.5(6) yes
C4 N2 C5 . 112.5(5) yes
C5 N2 C15 . 108.2(5) yes
C18 N4 C19 . 127.6(5) yes
C19 N4 C25 . 120.5(4) yes
C20 N5 C24 . 126.7(5) yes
C17 O2 C25 . 110.9(5) yes
C1 C2 C3 . 135.2(6) yes
C3 C2 C14 . 120.1(5) yes
N2 C4 C3 . 109.3(6) yes
C3 C4 C8 . 113.4(5) yes
C5 C6 C7 . 110.7(6) yes
C7 C6 C16 . 109.7(6) yes
C4 C8 C7 . 123.8(6) yes
C7 C8 C9 . 123.0(6) yes
C8 C9 C14 . 115.3(6) yes
C9 C10 C11 . 122.2(6) yes
C11 C12 C13 . 118.4(8) yes
N1 C13 C14 . 103.5(7) yes
C2 C14 C9 . 127.0(7) yes
C9 C14 C13 . 121.6(7) yes
N3 C16 C6 . 111.9(5) yes
N3 C17 O2 . 110.4(5) yes
N3 C17 C18 . 112.5(5) yes
N3 C17 C26 . 107.3(5) yes
C18 C17 C26 . 112.3(6) yes
N4 C18 C17 . 108.1(5) yes
N4 C19 C20 . 111.7(6) yes
C20 C19 C27 . 107.9(5) yes
N5 C20 C19 . 119.3(6) yes
N5 C21 C22 . 104.9(5) yes
C22 C23 C24 . 101.6(6) yes
N5 C24 C25 . 110.3(6) yes
N4 C25 O2 . 104.9(5) yes
O2 C25 O5 . 109.6(5) yes
O2 C25 C24 . 109.9(6) yes
C19 C27 C28 . 115.9(6) yes
C29 C30 C31 . 120.1(6) yes
C31 C32 C33 . 120.0(6) yes
C27 C28 C29 . 119.9(6) yes
C29 C28 C33 . 120.0(6) yes
C35 C34 O7 . 117.9(7) yes
C34 C35 O8 . 106.7(6) yes
O8 C35 C35 2_555 111.7(5) yes
O40 C39 C41 . 109.1(17) yes
O2 C17 C18 . 104.3(5) yes
O2 C17 C26 . 110.1(5) yes
N4 C18 O3 . 126.4(6) yes
O3 C18 C17 . 125.4(5) yes
N4 C19 C27 . 114.8(5) yes
N5 C20 O4 . 122.2(5) yes
O4 C20 C19 . 118.6(6) yes
C21 C22 C23 . 103.2(7) yes
N5 C24 C23 . 102.9(5) yes
C23 C24 C25 . 117.1(6) yes
N4 C25 O5 . 113.3(6) yes
N4 C25 C24 . 107.1(5) yes
O5 C25 C24 . 111.8(5) yes
C30 C29 C28 . 120.0(6) yes
C32 C33 C28 . 120.0(6) yes
C27 C28 C33 . 120.0(6) yes
C35 C34 O6 . 116.1(7) yes
O6 C34 O7 . 125.7(8) yes
C34 C35 C35 2_555 113.8(9) yes
O37 C36 C38 . 109.1(15) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N1 C1 . . 1.354(11) yes
N2 C4 . . 1.505(9) yes
N2 C15 . . 1.488(9) yes
N3 C17 . . 1.466(7) yes
N4 C19 . . 1.433(9) yes
N5 C20 . . 1.313(9) yes
N5 C24 . . 1.445(9) yes
O2 C17 . . 1.425(8) yes
O3 C18 . . 1.213(8) yes
O5 C25 . . 1.387(8) yes
C2 C3 . . 1.497(10) yes
C3 C4 . . 1.568(8) yes
C5 C6 . . 1.507(11) yes
C6 C16 . . 1.562(8) yes
C8 C9 . . 1.504(10) yes
C9 C14 . . 1.402(8) yes
C11 C12 . . 1.424(11) yes
C13 C14 . . 1.394(11) yes
C17 C26 . . 1.521(10) yes
C19 C27 . . 1.501(10) yes
C22 C23 . . 1.555(10) yes
C24 C25 . . 1.518(8) yes
C29 C30 . . 1.394(10) yes
C30 C31 . . 1.396(9) yes
C32 C33 . . 1.395(10) yes
C34 C35 . . 1.539(12) yes
C34 O7 . . 1.227(10) yes
C35 C35 . 2_555 1.470(2) yes
C36 C38 . . 1.54(2) yes
C39 C41 . . 1.54(3) yes
N1 C13 . . 1.398(10) yes
N2 C5 . . 1.500(7) yes
N3 C16 . . 1.351(8) yes
N4 C18 . . 1.337(7) yes
N4 C25 . . 1.454(9) yes
N5 C21 . . 1.485(7) yes
O1 C16 . . 1.209(8) yes
O2 C25 . . 1.424(8) yes
O4 C20 . . 1.238(8) yes
C1 C2 . . 1.364(9) yes
C2 C14 . . 1.406(10) yes
C4 C8 . . 1.516(10) yes
C6 C7 . . 1.502(10) yes
C7 C8 . . 1.324(9) yes
C9 C10 . . 1.389(11) yes
C10 C11 . . 1.405(12) yes
C12 C13 . . 1.349(14) yes
C17 C18 . . 1.511(11) yes
C19 C20 . . 1.520(8) yes
C21 C22 . . 1.507(14) yes
C23 C24 . . 1.537(10) yes
C27 C28 . . 1.515(9) yes
C29 C28 . . 1.396(10) yes
C31 C32 . . 1.394(10) yes
C33 C28 . . 1.396(9) yes
C34 O6 . . 1.254(9) yes
C35 O8 . . 1.445(9) yes
C36 O37 . . 1.48(3) yes
C39 O40 . . 1.48(3) yes