#------------------------------------------------------------------------------
#$Date: 2016-02-19 16:29:56 +0200 (Fri, 19 Feb 2016) $
#$Revision: 176759 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/50/2005020.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_2005020
loop_
_publ_author_name
'Sivý, J.'
'Kettmann, V.'
'Kostálová, D.'
'Vrábel, V.'
_publ_section_title
;
 Oxyacanthine
;
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1479
_journal_page_last               1482
_journal_paper_doi               10.1107/S0108270195015927
_journal_volume                  52
_journal_year                    1996
_chemical_formula_sum            'C37 H40 N2 O6'
_chemical_formula_weight         608.73
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_type_scat_source           IntTabIV
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.749(6)
_cell_length_b                   13.068(5)
_cell_length_c                   22.643(9)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293
_cell_measurement_theta_max      18
_cell_measurement_theta_min      7
_cell_volume                     3181(2)
_computing_cell_refinement       'Syntex P2₁ software'
_computing_data_collection       'Syntex P2₁ software'
_computing_data_reduction        'XP21 (Pavelǐk, 1987)'
_computing_molecular_graphics    'ORTEPII (Johnson, 1971)'
_computing_structure_refinement  'SHELXL93 (Sheldrick, 1993)'
_computing_structure_solution    'MULTAN80 (Main et al., 1980)'
_diffrn_measurement_device       'Syntex P2₁'
_diffrn_measurement_method       'θ/2θ scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.034
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            3353
_diffrn_reflns_theta_max         25
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 100
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.271
_exptl_crystal_density_meas      1.260(10)
_exptl_crystal_density_method    'pycnometry and flotation in CHBr~3~/hexane'
_exptl_crystal_description       prism
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.386
_refine_diff_density_min         -0.178
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.228
_refine_ls_goodness_of_fit_obs   0.86
_refine_ls_hydrogen_treatment    'H-atom treatment: see text'
_refine_ls_number_parameters     482
_refine_ls_number_reflns         1833
_refine_ls_R_factor_obs          0.053
_refine_ls_shift/esd_max         -0.119
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0739P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1077
_refine_ls_wR_factor_obs         0.055
_reflns_number_observed          1833
_reflns_number_total             3038
_reflns_observed_criterion       I>2\s(I)
_cod_data_source_file            ka1162.cif
_cod_data_source_block           ka1162a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc w =
1/[\s^2^(Fo^2^)+(0.0739P)^2^] where P=(Fo^2^+2Fc^2^)/3' was changed
to 'calc'. New tag '_refine_ls_weighting_details' was created. The
value of the new tag was set to 'w = 1/[\s^2^(Fo^2^)+(0.0739P)^2^]
where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        3181.0(10)
_cod_database_code               2005020
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
1/2-x,-y,1/2+z
-x,1/2+y,1/2-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
C(1) .3549(3) .0333(3) .4856(2) .0420(10)
N(2) .4169(3) .0413(2) .42770(10) .0480(10)
C(3) .5522(4) .0544(3) .4377(2) .0620(10)
C(4) .5817(4) .1537(4) .4699(2) .0610(10)
C(5) .5093(4) .2669(4) .5519(2) .0690(10)
C(6) .4253(5) .2950(3) .5940(2) .0660(10)
C(7) .3213(4) .2361(3) .6048(2) .0510(10)
C(8) .3015(3) .1507(3) .5700(2) .0430(10)
C(9) .3834(4) .1227(3) .5255(2) .0440(10)
C(10) .4914(4) .1804(3) .5172(2) .0540(10)
C(11) .3684(6) .1251(4) .3915(2) .0600(10)
O(6) .4146(7) .3855(10) .6273(6) .075(3)
O(106) .4763(12) .3735(15) .6282(8) .075(4)
C(12) .494(3) .467(2) .6121(15) .142(11)
C(112) .459(5) .466(2) .598(2) .124(14)
C(13) .2702(5) .2697(4) .7052(2) .080(2)
C(14) .3842(3) -.0705(3) .5138(2) .0500(10)
C(15) .2752(3) -0.1284(2) .5382(2) .0420(10)
C(16) .1704(4) -0.1476(3) .5044(2) .0530(10)
C(17) .0725(4) -0.2028(3) .5258(2) .0560(10)
C(18) .0747(4) -0.2378(3) .5824(2) .0520(10)
C(19) .1777(4) -0.2226(3) .6165(2) .0620(10)
C(20) .2782(4) -0.1687(3) .5937(2) .0550(10)
O(7) .2318(3) .2670(2) .64440(10) .0620(10)
O(8) .1943(2) .0930(2) .57180(10) .0500(10)
O(18) -.0219(3) -0.2930(2) .60670(10) .060
C(1') -0.2229(4) .0958(3) .6523(2) .0580(10)
N(2') -0.2971(3) .0876(3) .7057(2) .0760(10)
C(3') -0.2341(6) .1093(5) .7580(3) .112(2)
C(4') -0.1221(5) .0418(5) .7679(2) .0700(10)
C(5') .0872(5) .0304(3) .7208(2) .0620(10)
C(6') .1692(4) .0435(3) .6745(2) .0580(10)
C(7') .1221(4) .0808(3) .6217(2) .0480(10)
C(8') -.0023(4) .0980(3) .6155(2) .0450(10)
C(9') -.0850(4) .0811(3) .6617(2) .0460(10)
C(10') -.0376(4) .0499(3) .7153(2) .0570(10)
C(11') -0.4073(6) .1467(6) .7027(3) .133(2)
C(12') .3390(5) -.0236(5) .7287(2) .091(2)
C(14') -0.2744(4) .0211(3) .6062(2) .0590(10)
C(15') -0.2602(4) -.0900(3) .6190(2) .0510(10)
C(16') -0.1458(4) -0.1382(3) .6086(2) .0520(10)
C(17') -0.1313(4) -0.2405(3) .6166(2) .0510(10)
C(18') -0.2296(4) -0.3009(3) .6350(2) .0510(10)
C(19') -0.3404(5) -0.2543(3) .6478(2) .0590(10)
C(20') -0.3552(4) -0.1498(4) .6396(2) .0580(10)
O(6') .2940(3) .0259(2) .67630(10) .0650(10)
O(18') -0.2192(3) -0.4042(2) .64140(10) .0620(10)
H(1) .259(4) .032(3) .4803(13) .049(10)
H(2) .5949 .0540 .4000 .075
H(3) .5831 .0028 .4607 .075
H(4) .670(4) .156(4) .4866(19) .081(14)
H(5) .581(4) .211(3) .4425(18) .066(12)
H(6) .5802 .3065 .5462 .083
H(7) .289(5) .103(3) .3774(19) .071(14)
H(8) .384(4) .189(4) .410(2) .082(16)
H(9) .414(4) .126(3) .352(2) .079(14)
H(10) .4857 .5206 .6409 .213
H(11) .4706 .4930 .5739 .213
H(12) .5780 .4435 .6111 .213
H(13) .2017 .2914 .7294 .120
H(14) .3380 .3169 .7096 .120
H(15) .2964 .2027 .7172 .120
H(16) .4246 -0.1130 .4844 .060
H(17) .4433 -0.0596 .5455 .060
H(18) .1666 -0.1222 .4661 .063
H(19) .0044 -0.2165 .5018 .067
H(20) .175(4) -0.244(3) .6557(19) .064(13)
H(21) .3490 -0.1599 .6168 .067
H(22) -0.235(3) .169(3) .6356(15) .051(10)
H(23) -0.2910 .1011 .7909 .124
H(24) -0.2074 .1801 .7572 .134
H(25) -.077(3) .071(3) .8011(15) .039(9)
H(26) -0.143(5) -.025(5) .774(3) .13(2)
H(27) .115(3) .013(3) .7588(16) .042(10)
H(28) -.026(3) .128(3) .5775(16) .045(10)
H(29) -0.4509 .1311 .6669 .200
H(30) -0.3864 .2181 .7034 .200
H(31) -0.4593 .1309 .7360 .200
H(32) .4275 -0.0322 .7259 .137
H(33) .3000 -0.0893 .7326 .137
H(34) .3195 .0177 .7625 .137
H(35) -0.3623 .0354 .6011 .070
H(36) -0.2339 .0353 .5688 .070
H(37) -.077(3) -0.100(2) .5968(13) .035(9)
H(38) -0.408(4) -0.295(3) .6601(17) .064(12)
H(39) -0.4315 -0.1197 .6483 .070
H(40) -0.151(5) -0.4279(13) .6192(19) .093
H(41) .4922 .5210 .6206 .186
H(42) .3715 .4765 .5914 .186
H(43) .5007 .4622 .5603 .186
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
N(2) C(1) C(9) 112.7(4) yes
N(2) C(1) C(14) 109.9(4) yes
C(9) C(1) C(14) 113.3(9) yes
C(11) N(2) C(1) 113.0(4) yes
C(11) N(2) C(3) 110.4(5) yes
C(1) N(2) C(3) 108.4(4) yes
N(2) C(3) C(4) 112.1(5) yes
C(10) C(4) C(3) 114.2(5) yes
C(10) C(9) C(1) 120.4(5) yes
C(9) C(10) C(4) 120.8(4) yes
C(6) O(6) C(12) 117.2(13) yes
C(15) C(14) C(1) 116.1(4) yes
C(7) O(7) C(13) 115.5(4) yes
C(8) O(8) C(7') 123.9(4) yes
C(18) O(18) C(17') 116.5(3) yes
N(2') C(1') C(9') 114.3(5) yes
N(2') C(1') C(14') 108.8(4) yes
C(3') N(2') C(11') 109.7(6) yes
C(3') N(2') C(1') 115.2(4) yes
C(11') N(2') C(1') 112.3(5) yes
N(2') C(3') C(4') 113.3(6) yes
C(10') C(4') C(3') 108.9(5) yes
C(10') C(9') C(1') 121.6(5) yes
C(9') C(10') C(4') 119.7(4) yes
C(15') C(14') C(1') 116.8(4) yes
C(6') O(6') C(12') 115.6(5) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
C(1) N(2) 1.475(6) yes
C(1) C(9) 1.508(7) yes
C(1) C(14) 1.532(7) yes
N(2) C(11) 1.464(7) yes
N(2) C(3) 1.482(5) yes
C(3) C(4) 1.522(8) yes
C(4) C(10) 1.487(8) yes
C(6) O(106) 1.40(2) yes
C(6) O(6) 1.407(14) yes
C(7) O(7) 1.374(7) yes
C(8) O(8) 1.377(6) yes
C(9) C(10) 1.397(7) yes
O(6) C(12) 1.41(3) yes
O(106) C(112) 1.40(4) yes
C(13) O(7) 1.439(5) yes
C(14) C(15) 1.500(7) yes
C(18) O(18) 1.378(7) yes
O(8) C(7') 1.380(6) yes
O(18) C(17') 1.380(6) yes
C(1') N(2') 1.453(7) yes
C(1') C(9') 1.510(6) yes
C(1') C(14') 1.532(8) yes
N(2') C(3') 1.392(8) yes
N(2') C(11') 1.416(8) yes
C(3') C(4') 1.509(10) yes
C(4') C(10') 1.501(8) yes
C(6') O(6') 1.361(5) yes
C(9') C(10') 1.379(7) yes
C(12') O(6') 1.436(7) yes
C(14') C(15') 1.489(6) yes
C(18') O(18') 1.362(5) yes
C(5) C(6) 1.364(8) no
C(5) C(10) 1.389(7) no
C(6) C(7) 1.379(7) no
C(8) C(9) 1.387(7) no
C(15) C(20) 1.364(6) no
C(15) C(16) 1.384(7) no
C(16) C(17) 1.365(7) no
C(17) C(18) 1.361(6) no
C(18) C(19) 1.365(7) no
C(19) C(20) 1.389(8) no
C(5') C(10') 1.371(6) no
C(5') C(6') 1.380(8) no
C(6') C(7') 1.388(7) no
C(7') C(8') 1.363(6) no
C(8') C(9') 1.390(7) no
C(15') C(20') 1.367(8) no
C(15') C(16') 1.401(7) no
C(16') C(17') 1.358(6) no
C(17') C(18') 1.383(7) no
C(18') C(19') 1.369(7) no
C(19') C(20') 1.387(7) no
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_publ_flag
C(9) C(1) N(2) C(3) 55.0(5) yes
C(1) N(2) C(3) C(4) -63.6(5) yes
N(2) C(3) C(4) C(10) 39.0(6) yes
N(2) C(1) C(9) C(10) -23.7(5) yes
C(1) C(9) C(10) C(4) -1.3(5) yes
C(3) C(4) C(10) C(9) -6.3(6) yes
C(5) C(6) O(6) C(12) 8.(2) yes
C(5) C(6) O(106) C(112) 82(6) yes
N(2) C(1) C(14) C(15) -132.1(4) yes
C(9) C(1) C(14) C(15) 100.9(5) yes
C(1) C(14) C(15) C(16) 52.4(6) yes
C(6) C(7) O(7) C(13) -67.2(6) yes
C(7) C(8) O(8) C(7') -30.4(5) yes
C(17) C(18) O(18) C(17') -69.2(6) yes
C(9') C(1') N(2') C(3') 25.0(6) yes
C(1') N(2') C(3') C(4') -58.1(7) yes
N(2') C(3') C(4') C(10') 55.4(7) yes
C(8) O(8) C(7') C(8') 130.0(4) yes
C(8) O(8) C(7') C(6') -56.1(5) yes
N(2') C(1') C(9') C(10') 7.7(6) yes
C(1') C(9') C(10') C(4') -7.2(6) yes
C(3') C(4') C(10') C(9') -22.5(7) yes
N(2') C(1') C(14') C(15') -67.5(6) yes
C(9') C(1') C(14') C(15') 59.6(6) yes
C(1') C(14') C(15') C(16') -79.6(6) yes
C(18) O(18) C(17') C(16') -5.4(6) yes
C(5') C(6') O(6') C(12') 9.0(6) yes
