#------------------------------------------------------------------------------
#$Date: 2017-10-13 03:48:21 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201957 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/01/06/2010613.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_2010613
loop_
_publ_author_name
'Parvez, Masood'
Atta-ur-Rahman
'Choudhary, M. Iqbal'
'Parveen, Shehnaz'
'Ayatollahi, Syed Abdul Majid'
_publ_section_title
;
 Cyclomicrobuxine monohydrate
;
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              233
_journal_page_last               234
_journal_paper_doi               10.1107/S0108270199014420
_journal_volume                  56
_journal_year                    2000
_chemical_formula_iupac          'C25 H39 N O2 , H2O'
_chemical_formula_moiety         'C25 H39 N O2 , H2O'
_chemical_formula_sum            'C25 H41 N O3'
_chemical_formula_weight         403.59
_chemical_name_common            ' Cyclomicrobuxine '
_chemical_name_systematic
;
3β-(Dimethylamino)-16α-hydroxy-14-methyl-4-methylene-9,19-cyclo-5α-
pregnan-20-one monohydrate
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_cell_angle_alpha                90.00
_cell_angle_beta                 108.496(8)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   6.1333(8)
_cell_length_b                   24.365(3)
_cell_length_c                   8.0681(6)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293.0(10)
_cell_measurement_theta_max      25.0
_cell_measurement_theta_min      10.0
_cell_volume                     1143.4(2)
_computing_cell_refinement       'MSC/AFC Diffractometer Control Software'
_computing_data_collection
;MSC/AFC Diffractometer Control Software
(Molecular Structure Corporation, 1988)
;
_computing_data_reduction
'TEXSAN (Molecular Structure Corporation, 1994)'
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_publication_material  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SAPI91 (Fan, 1991)'
_diffrn_ambient_temperature      293.0(10)
_diffrn_measurement_device_type  'Rigaku AFC-6S'
_diffrn_measurement_method       'ω--2θ '
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     .71069
_diffrn_reflns_av_R_equivalents  .0379
_diffrn_reflns_av_sigmaI/netI    .0764
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            5848
_diffrn_reflns_theta_max         27.55
_diffrn_reflns_theta_min         2.66
_diffrn_standards_decay_%        .12
_diffrn_standards_interval_count 200
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    .075
_exptl_absorpt_correction_T_max  .9814
_exptl_absorpt_correction_T_min  .9720
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details
;
(North, Phillips & Mathews, 1968)
;
_exptl_crystal_colour            ' colourless '
_exptl_crystal_density_diffrn    1.172
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       ' prismatic '
_exptl_crystal_F_000             444
_exptl_crystal_size_max          .38
_exptl_crystal_size_mid          .29
_exptl_crystal_size_min          .25
_refine_diff_density_max         .223
_refine_diff_density_min         -.240
_refine_ls_abs_structure_details 'Flack (1983)'
_refine_ls_abs_structure_Flack   -1(3)
_refine_ls_extinction_coef       .009(4)
_refine_ls_extinction_method     'SHELXL97 (Sheldrick, 1997)'
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    'H atoms not refined'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     270
_refine_ls_number_reflns         5257
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.071
_refine_ls_R_factor_all          .1373
_refine_ls_R_factor_gt           .0585
_refine_ls_shift/su_max          .002
_refine_ls_shift/su_mean         .000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1023P)²+1.323P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         .2554
_reflns_number_gt                2901
_reflns_number_total             5257
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            da1099.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured ' was changed to
'?' - the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               2010613
_cod_database_fobs_code          2010613
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
O1 .9274(8) -.08845(19) .9604(6) .0750(15) Uani d . 1 . . O
H1 1.0012 -.0607 .9569 .113 Uiso calc R 1 . . H
O2 .5150(9) .02603(19) .7301(7) .0743(13) Uani d . 1 . . O
N1 -.0547(9) -.39785(19) -.0391(6) .0494(12) Uani d . 1 . . N
C1 .3067(10) -.2637(2) .0788(7) .0483(13) Uani d . 1 . . C
H1A .3051 -.2303 .0131 .058 Uiso calc R 1 . . H
H1B .4592 -.2797 .1084 .058 Uiso calc R 1 . . H
C2 .1301(12) -.3039(2) -.0320(7) .0553(15) Uani d . 1 . . C
H2A .1726 -.3137 -.1342 .066 Uiso calc R 1 . . H
H2B -.0186 -.2860 -.0720 .066 Uiso calc R 1 . . H
C3 .1091(10) -.3568(2) .0671(7) .0428(12) Uani d . 1 . . C
H3 .2610 -.3742 .1016 .051 Uiso calc R 1 . . H
C4 .0631(9) -.3416(2) .2352(6) .0386(11) Uani d . 1 . . C
C5 .2451(8) -.30313(19) .3467(6) .0344(10) Uani d . 1 . . C
H5 .3923 -.3214 .3609 .041 Uiso calc R 1 . . H
C6 .2396(10) -.2928(2) .5323(6) .0419(12) Uani d . 1 . . C
H6A .0919 -.2775 .5281 .050 Uiso calc R 1 . . H
H6B .2608 -.3271 .5965 .050 Uiso calc R 1 . . H
C7 .4298(9) -.2530(2) .6234(6) .0423(12) Uani d . 1 . . C
H7A .5744 -.2662 .6134 .051 Uiso calc R 1 . . H
H7B .4445 -.2512 .7465 .051 Uiso calc R 1 . . H
C8 .3798(8) -.19572(19) .5433(6) .0328(10) Uani d . 1 . . C
H8 .2389 -.1832 .5642 .039 Uiso calc R 1 . . H
C9 .3270(8) -.1963(2) .3415(6) .0349(10) Uani d . 1 . . C
C10 .2510(8) -.2504(2) .2454(6) .0362(10) Uani d . 1 . . C
C11 .4589(9) -.1557(2) .2610(6) .0434(12) Uani d . 1 . . C
H11A .5897 -.1752 .2466 .052 Uiso calc R 1 . . H
H11B .3589 -.1464 .1449 .052 Uiso calc R 1 . . H
C12 .5485(9) -.1018(2) .3571(6) .0438(12) Uani d . 1 . . C
H12A .7119 -.0988 .3744 .053 Uiso calc R 1 . . H
H12B .4726 -.0713 .2844 .053 Uiso calc R 1 . . H
C13 .5086(8) -.09750(18) .5351(6) .0334(10) Uani d . 1 . . C
C14 .5673(8) -.15371(18) .6329(6) .0326(10) Uani d . 1 . . C
C15 .5748(10) -.1375(2) .8192(6) .0426(12) Uani d . 1 . . C
H15A .4206 -.1350 .8272 .051 Uiso calc R 1 . . H
H15B .6612 -.1643 .9036 .051 Uiso calc R 1 . . H
C16 .6941(9) -.0812(2) .8527(7) .0470(12) Uani d . 1 . . C
H16 .6139 -.0568 .9107 .056 Uiso calc R 1 . . H
C17 .6778(9) -.0581(2) .6702(7) .0412(12) Uani d . 1 . . C
H17 .8296 -.0624 .6558 .049 Uiso calc R 1 . . H
C18 .2601(9) -.0792(2) .5063(7) .0491(13) Uani d . 1 . . C
H18A .2367 -.0434 .4542 .074 Uiso calc R 1 . . H
H18B .2316 -.0780 .6166 .074 Uiso calc R 1 . . H
H18C .1564 -.1048 .4303 .074 Uiso calc R 1 . . H
C19 .0762(8) -.2070(2) .2362(6) .0398(11) Uani d . 1 . . C
H19A -.0312 -.2131 .3004 .048 Uiso calc R 1 . . H
H19B .0130 -.1876 .1265 .048 Uiso calc R 1 . . H
C20 .6165(10) .0024(2) .6466(7) .0489(13) Uani d . 1 . . C
C21 .6887(14) .0311(3) .5068(9) .075(2) Uani d . 1 . . C
H21A .6477 .0692 .5034 .113 Uiso calc R 1 . . H
H21B .6123 .0145 .3955 .113 Uiso calc R 1 . . H
H21C .8520 .0278 .5326 .113 Uiso calc R 1 . . H
C22 -.1114(10) -.3597(2) .2815(8) .0513(13) Uani d . 1 . . C
H22A -.1276 -.3490 .3876 .062 Uiso calc R 1 . . H
H22B -.2185 -.3833 .2081 .062 Uiso calc R 1 . . H
C23 .8070(9) -.1740(2) .6385(7) .0450(12) Uani d . 1 . . C
H23A .8514 -.2043 .7181 .067 Uiso calc R 1 . . H
H23B .9162 -.1447 .6772 .067 Uiso calc R 1 . . H
H23C .8029 -.1856 .5238 .067 Uiso calc R 1 . . H
C24 -.2753(12) -.3756(3) -.1430(9) .073(2) Uani d . 1 . . C
H24A -.3226 -.3478 -.0771 .109 Uiso calc R 1 . . H
H24B -.3877 -.4044 -.1725 .109 Uiso calc R 1 . . H
H24C -.2615 -.3597 -.2481 .109 Uiso calc R 1 . . H
C25 .0499(14) -.4287(3) -.1517(9) .0691(19) Uani d . 1 . . C
H25A -.0604 -.4541 -.2225 .104 Uiso calc R 1 . . H
H25B .1815 -.4485 -.0802 .104 Uiso calc R 1 . . H
H25C .0966 -.4036 -.2257 .104 Uiso calc R 1 . . H
O3 .1742(9) .00264(19) .9091(8) .0832(16) Uani d . 1 . . O
H31 .2863 .0024 .8749 .094 Uiso d . 1 . . H
H32 .1539 .0350 .9280 .094 Uiso d . 1 . . H
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O .0106 .0060 '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_publ_flag
C24 N1 C25 110.0(5) y
C24 N1 C3 114.7(5) y
C25 N1 C3 110.6(5) y
C2 C1 C10 109.8(5) n
C1 C2 C3 113.2(4) n
N1 C3 C4 113.4(4) n
N1 C3 C2 114.6(4) n
C4 C3 C2 109.2(4) n
C22 C4 C5 123.4(5) n
C22 C4 C3 124.7(5) n
C5 C4 C3 111.8(4) n
C4 C5 C6 116.3(4) n
C4 C5 C10 109.9(4) n
C6 C5 C10 113.3(4) n
C7 C6 C5 109.2(4) n
C6 C7 C8 111.0(4) n
C7 C8 C14 112.9(4) n
C7 C8 C9 112.4(4) n
C14 C8 C9 112.0(4) n
C10 C9 C19 58.5(3) y
C10 C9 C11 117.1(4) n
C19 C9 C11 116.5(4) n
C10 C9 C8 117.9(4) n
C19 C9 C8 115.0(4) n
C11 C9 C8 118.1(4) n
C19 C10 C1 117.8(4) n
C19 C10 C9 60.8(3) y
C1 C10 C9 121.0(4) n
C19 C10 C5 118.9(4) n
C1 C10 C5 110.0(4) n
C9 C10 C5 120.6(4) n
C12 C11 C9 119.1(4) n
C13 C12 C11 113.1(4) n
C18 C13 C12 108.9(4) n
C18 C13 C14 112.9(4) n
C12 C13 C14 109.4(4) n
C18 C13 C17 109.5(4) n
C12 C13 C17 115.1(4) n
C14 C13 C17 100.9(4) n
C8 C14 C23 111.4(4) n
C8 C14 C15 114.6(4) n
C23 C14 C15 108.7(4) n
C8 C14 C13 109.1(4) n
C23 C14 C13 111.2(4) n
C15 C14 C13 101.5(4) n
C16 C15 C14 105.4(4) n
O1 C16 C15 108.9(4) n
O1 C16 C17 111.9(5) n
C15 C16 C17 105.9(4) n
C20 C17 C16 114.2(5) n
C20 C17 C13 115.1(4) n
C16 C17 C13 105.5(4) n
C10 C19 C9 60.8(3) y
O2 C20 C21 121.7(6) n
O2 C20 C17 123.2(5) n
C21 C20 C17 115.1(5) n
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C16 . 1.430(6) y
O2 C20 . 1.200(7) y
N1 C24 . 1.452(8) y
N1 C25 . 1.473(8) y
N1 C3 . 1.482(7) y
C1 C2 . 1.522(8) n
C1 C10 . 1.523(7) n
C2 C3 . 1.543(7) n
C3 C4 . 1.517(7) n
C4 C22 . 1.317(7) y
C4 C5 . 1.515(7) n
C5 C6 . 1.529(6) n
C5 C10 . 1.530(6) n
C6 C7 . 1.514(7) n
C7 C8 . 1.528(7) n
C8 C14 . 1.538(7) n
C8 C9 . 1.556(6) n
C9 C10 . 1.525(7) y
C9 C19 . 1.526(7) y
C9 C11 . 1.545(7) n
C10 C19 . 1.490(7) y
C11 C12 . 1.536(7) n
C12 C13 . 1.535(6) n
C13 C18 . 1.533(7) n
C13 C14 . 1.565(6) n
C13 C17 . 1.572(7) n
C14 C23 . 1.538(7) n
C14 C15 . 1.541(7) n
C15 C16 . 1.539(8) n
C16 C17 . 1.550(7) n
C17 C20 . 1.517(7) n
C20 C21 . 1.507(9) n
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
O3 H31 O2 . .82 2.17 2.949(7) 159.4
O3 H32 N1 2_556 .82 2.05 2.829(7) 158.9
O1 H1 O3 1_655 .82 1.98 2.790(6) 170.6
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
C10 C1 C2 C3 -55.4(7) n
C24 N1 C3 C4 80.0(6) n
C25 N1 C3 C4 -154.8(5) n
C24 N1 C3 C2 -46.4(7) n
C25 N1 C3 C2 78.8(6) n
C1 C2 C3 N1 -177.7(5) n
C1 C2 C3 C4 53.8(7) n
N1 C3 C4 C22 -3.8(8) n
C2 C3 C4 C22 125.4(6) n
N1 C3 C4 C5 175.4(4) n
C2 C3 C4 C5 -55.4(6) n
C22 C4 C5 C6 9.3(7) n
C3 C4 C5 C6 -170.0(4) n
C22 C4 C5 C10 -121.1(5) n
C3 C4 C5 C10 59.6(5) n
C4 C5 C6 C7 -179.2(4) n
C10 C5 C6 C7 -50.4(6) n
C5 C6 C7 C8 69.0(5) n
C6 C7 C8 C14 179.4(4) n
C6 C7 C8 C9 -52.7(5) n
C7 C8 C9 C10 20.5(6) n
C14 C8 C9 C10 148.8(4) n
C7 C8 C9 C19 86.5(5) n
C14 C8 C9 C19 -145.1(4) n
C7 C8 C9 C11 -129.7(4) n
C14 C8 C9 C11 -1.3(6) n
C2 C1 C10 C19 -83.2(6) n
C2 C1 C10 C9 -154.2(5) n
C2 C1 C10 C5 57.4(6) n
C11 C9 C10 C19 -105.9(5) n
C8 C9 C10 C19 103.6(4) n
C19 C9 C10 C1 106.7(5) n
C11 C9 C10 C1 .8(7) n
C8 C9 C10 C1 -149.6(4) n
C19 C9 C10 C5 -108.2(5) n
C11 C9 C10 C5 145.9(4) n
C8 C9 C10 C5 -4.5(6) n
C4 C5 C10 C19 80.3(5) n
C6 C5 C10 C19 -51.7(6) n
C4 C5 C10 C1 -59.9(5) n
C6 C5 C10 C1 168.1(4) n
C4 C5 C10 C9 151.6(4) n
C6 C5 C10 C9 19.6(6) n
C10 C9 C11 C12 -177.3(4) n
C19 C9 C11 C12 116.4(5) n
C8 C9 C11 C12 -26.9(6) n
C9 C11 C12 C13 4.6(7) n
C11 C12 C13 C18 -81.1(5) n
C11 C12 C13 C14 42.7(5) n
C11 C12 C13 C17 155.6(4) n
C7 C8 C14 C23 53.5(5) n
C9 C8 C14 C23 -74.6(5) n
C7 C8 C14 C15 -70.5(5) n
C9 C8 C14 C15 161.4(4) n
C7 C8 C14 C13 176.6(4) n
C9 C8 C14 C13 48.5(5) n
C18 C13 C14 C8 49.6(5) n
C12 C13 C14 C8 -71.9(5) n
C17 C13 C14 C8 166.3(4) n
C18 C13 C14 C23 172.9(4) n
C12 C13 C14 C23 51.4(5) n
C17 C13 C14 C23 -70.4(5) n
C18 C13 C14 C15 -71.7(5) n
C12 C13 C14 C15 166.8(4) n
C17 C13 C14 C15 45.0(4) n
C8 C14 C15 C16 -157.3(4) n
C23 C14 C15 C16 77.3(5) n
C13 C14 C15 C16 -39.9(5) n
C14 C15 C16 O1 -102.0(5) n
C14 C15 C16 C17 18.5(5) n
O1 C16 C17 C20 -103.9(5) n
C15 C16 C17 C20 137.5(5) n
O1 C16 C17 C13 128.7(5) n
C15 C16 C17 C13 10.2(5) n
C18 C13 C17 C20 -41.8(6) n
C12 C13 C17 C20 81.3(6) n
C14 C13 C17 C20 -161.0(4) n
C18 C13 C17 C16 85.1(5) n
C12 C13 C17 C16 -151.9(4) n
C14 C13 C17 C16 -34.2(5) n
C1 C10 C19 C9 -111.9(5) n
C5 C10 C19 C9 111.0(4) n
C11 C9 C19 C10 106.9(4) n
C8 C9 C19 C10 -108.7(4) n
C16 C17 C20 O2 -24.3(8) n
C13 C17 C20 O2 97.9(6) n
C16 C17 C20 C21 156.8(5) n
C13 C17 C20 C21 -80.9(6) n
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21182639
