#------------------------------------------------------------------------------
#$Date: 2017-04-25 08:33:17 +0300 (Tue, 25 Apr 2017) $
#$Revision: 195745 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/54/58/1545826.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_1545826
loop_
_publ_author_name
'Mir, Niyaz A.'
'Dubey, Ritesh'
'Desiraju, Gautam R.'
_publ_section_title
;
 Four- and five-component molecular solids: crystal engineering strategies
 based on structural inequivalence
;
_journal_issue                   2
_journal_name_full               IUCrJ
_journal_page_first              96
_journal_page_last               101
_journal_paper_doi               10.1107/S2052252515023945
_journal_volume                  3
_journal_year                    2016
_chemical_formula_sum            'C50 H52 N4 O4'
_chemical_formula_weight         772.95
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_cell_angle_alpha                85.58(2)
_cell_angle_beta                 77.14(2)
_cell_angle_gamma                86.77(3)
_cell_formula_units_Z            1
_cell_length_a                   7.5460(9)
_cell_length_b                   9.4647(16)
_cell_length_c                   14.8318(19)
_cell_measurement_temperature    150(2)
_cell_volume                     1028.8(3)
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Rigaku Mercury375R (2x2 bin mode)'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0769
_diffrn_reflns_av_unetI/netI     0.0658
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            11018
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.577
_diffrn_reflns_theta_min         1.411
_diffrn_source                   'Sealed Tube'
_exptl_absorpt_coefficient_mu    0.079
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.638
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.248
_exptl_crystal_description       Block
_exptl_crystal_F_000             412
_exptl_crystal_size_max          0.470
_exptl_crystal_size_mid          0.290
_exptl_crystal_size_min          0.180
_refine_diff_density_max         0.306
_refine_diff_density_min         -0.331
_refine_diff_density_rms         0.088
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.931
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     269
_refine_ls_number_reflns         4739
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.931
_refine_ls_R_factor_all          0.0919
_refine_ls_R_factor_gt           0.0624
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 w=1/[σ²(Fo²)+(0.1669P)²]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1955
_refine_ls_wR_factor_ref         0.2346
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3277
_reflns_number_total             4739
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            hi5640.cif
_cod_data_source_block           MRE_TMP_PER
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_absorpt_correction_type' value 'Multi-scan' changed to
'multi-scan' according to
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/IUCr/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 4973 2017-02-22 13:04:09Z antanas 
;
_cod_database_code               1545826
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.964
_shelx_estimated_absorpt_t_max   0.986
_shelxl_version_number           2013-2
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
O2 O -0.0730(2) 0.29530(16) 0.28109(11) 0.0596(4) Uani 1 1 d . .
H2 H -0.0337 0.2384 0.3191 0.089 Uiso 1 1 calc R U
O1 O 0.0899(2) 0.70192(15) 0.08259(11) 0.0569(4) Uani 1 1 d . .
H1 H 0.1704 0.7625 0.0684 0.085 Uiso 1 1 calc R U
N2 N 0.3590(2) -0.09191(16) 0.01685(11) 0.0448(4) Uani 1 1 d . .
C1 C 0.0111(2) 0.49597(18) 0.18004(12) 0.0378(4) Uani 1 1 d . .
C2 C 0.1299(3) 0.60701(19) 0.15042(12) 0.0407(4) Uani 1 1 d . .
C13 C 0.3273(3) 0.04530(19) 0.03585(12) 0.0421(4) Uani 1 1 d . .
C6 C 0.0463(2) 0.40068(19) 0.25160(13) 0.0406(4) Uani 1 1 d . .
C3 C 0.2802(3) 0.6193(2) 0.18896(14) 0.0463(5) Uani 1 1 d . .
H3 H 0.3606 0.6944 0.1675 0.056 Uiso 1 1 calc R U
C14 C 0.5299(3) -0.13790(19) -0.01936(13) 0.0447(5) Uani 1 1 d . .
C5 C 0.1953(3) 0.4126(2) 0.29055(14) 0.0485(5) Uani 1 1 d . .
H5 H 0.2171 0.3463 0.3388 0.058 Uiso 1 1 calc R U
C7 C -0.1479(3) 0.4799(2) 0.13694(15) 0.0542(5) Uani 1 1 d . .
H7A H -0.1083 0.4272 0.0811 0.081 Uiso 1 1 calc R U
H7B H -0.1971 0.5739 0.1202 0.081 Uiso 1 1 calc R U
H7C H -0.2423 0.4282 0.1813 0.081 Uiso 1 1 calc R U
C21 C -0.4225(2) -0.0778(2) 0.42039(16) 0.0502(5) Uani 1 1 d . .
C4 C 0.3119(3) 0.5219(2) 0.25838(14) 0.0494(5) Uani 1 1 d . .
H4 H 0.4148 0.5301 0.2843 0.059 Uiso 1 1 calc R U
C22 C -0.4592(3) -0.1499(2) 0.51076(17) 0.0508(5) Uani 1 1 d . .
C12 C 0.1339(3) 0.0932(2) 0.07338(16) 0.0577(6) Uani 1 1 d . .
H12A H 0.0583 0.0103 0.0905 0.087 Uiso 1 1 calc R U
H12B H 0.0895 0.1541 0.0259 0.087 Uiso 1 1 calc R U
H12C H 0.1274 0.1465 0.1282 0.087 Uiso 1 1 calc R U
C20 C -0.4629(3) 0.0702(2) 0.40807(15) 0.0510(5) Uani 1 1 d . .
C15 C 0.5598(4) -0.2909(2) -0.04144(18) 0.0630(6) Uani 1 1 d . .
H15A H 0.4443 -0.3388 -0.0226 0.095 Uiso 1 1 calc R U
H15B H 0.6478 -0.3370 -0.0079 0.095 Uiso 1 1 calc R U
H15C H 0.6069 -0.2968 -0.1082 0.095 Uiso 1 1 calc R U
C16 C -0.3456(3) -0.1567(3) 0.3419(2) 0.0750(8) Uani 1 1 d . .
C19 C -0.4247(4) 0.1339(3) 0.3188(2) 0.0758(8) Uani 1 1 d . .
H19 H -0.4501 0.2327 0.3098 0.091 Uiso 1 1 calc R U
C18 C -0.3504(4) 0.0569(6) 0.2422(2) 0.1019(12) Uani 1 1 d . .
H18 H -0.3269 0.1039 0.1821 0.122 Uiso 1 1 calc R U
C25 C -0.3043(4) -0.3014(4) 0.3536(3) 0.0995(13) Uani 1 1 d . .
H25 H -0.2504 -0.3532 0.3013 0.119 Uiso 1 1 calc R U
C17 C -0.3112(4) -0.0834(5) 0.2521(2) 0.0988(12) Uani 1 1 d . .
H17 H -0.2602 -0.1341 0.1990 0.119 Uiso 1 1 calc R U
N1 N -0.0061(2) 0.89525(16) 0.57075(12) 0.0452(4) Uani 1 1 d . .
C9 C 0.0608(2) 0.8659(2) 0.48243(14) 0.0436(4) Uani 1 1 d . .
C10 C -0.0675(2) 1.0279(2) 0.58936(13) 0.0443(5) Uani 1 1 d . .
C8 C 0.1254(3) 0.7157(2) 0.46438(18) 0.0603(6) Uani 1 1 d . .
H8A H 0.1054 0.6577 0.5231 0.091 Uiso 1 1 calc R U
H8B H 0.2554 0.7133 0.4353 0.091 Uiso 1 1 calc R U
H8C H 0.0575 0.6781 0.4230 0.091 Uiso 1 1 calc R U
C11 C -0.1446(4) 1.0561(3) 0.68812(16) 0.0641(6) Uani 1 1 d . .
H11A H -0.1376 0.9686 0.7273 0.096 Uiso 1 1 calc R U
H11B H -0.2721 1.0894 0.6953 0.096 Uiso 1 1 calc R U
H11C H -0.0751 1.1289 0.7067 0.096 Uiso 1 1 calc R U
C23 C -0.4188(4) -0.2949(3) 0.5177(2) 0.0779(8) Uani 1 1 d . .
H23 H -0.4449 -0.3447 0.5769 0.094 Uiso 1 1 calc R U
C24 C -0.3412(5) -0.3690(3) 0.4400(4) 0.1019(13) Uani 1 1 d . .
H24 H -0.3135 -0.4678 0.4472 0.122 Uiso 1 1 calc R U
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'
N N 0.0061 0.0033 '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'
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
C6 O2 H2 109.5 . .
C2 O1 H1 109.5 . .
C14 N2 C13 119.01(16) . .
C2 C1 C6 117.44(16) . .
C2 C1 C7 121.28(17) . .
C6 C1 C7 121.28(17) . .
O1 C2 C3 122.33(17) . .
O1 C2 C1 116.62(16) . .
C3 C2 C1 121.05(17) . .
N2 C13 C14 120.53(17) . 2_655
N2 C13 C12 117.28(18) . .
C14 C13 C12 122.18(18) 2_655 .
O2 C6 C5 121.52(17) . .
O2 C6 C1 116.68(16) . .
C5 C6 C1 121.80(17) . .
C4 C3 C2 119.78(18) . .
C4 C3 H3 120.1 . .
C2 C3 H3 120.1 . .
N2 C14 C13 120.45(17) . 2_655
N2 C14 C15 117.63(18) . .
C13 C14 C15 121.92(19) 2_655 .
C4 C5 C6 119.21(18) . .
C4 C5 H5 120.4 . .
C6 C5 H5 120.4 . .
C1 C7 H7A 109.5 . .
C1 C7 H7B 109.5 . .
H7A C7 H7B 109.5 . .
C1 C7 H7C 109.5 . .
H7A C7 H7C 109.5 . .
H7B C7 H7C 109.5 . .
C20 C21 C16 119.9(2) . .
C20 C21 C22 121.0(2) . .
C16 C21 C22 119.1(2) . .
C3 C4 C5 120.70(18) . .
C3 C4 H4 119.6 . .
C5 C4 H4 119.6 . .
C23 C22 C21 118.1(2) . .
C23 C22 C20 122.3(2) . 2_456
C21 C22 C20 119.65(18) . 2_456
C13 C12 H12A 109.5 . .
C13 C12 H12B 109.5 . .
H12A C12 H12B 109.5 . .
C13 C12 H12C 109.5 . .
H12A C12 H12C 109.5 . .
H12B C12 H12C 109.5 . .
C19 C20 C21 118.3(2) . .
C19 C20 C22 122.4(2) . 2_456
C21 C20 C22 119.3(2) . 2_456
C14 C15 H15A 109.5 . .
C14 C15 H15B 109.5 . .
H15A C15 H15B 109.5 . .
C14 C15 H15C 109.5 . .
H15A C15 H15C 109.5 . .
H15B C15 H15C 109.5 . .
C25 C16 C21 120.2(3) . .
C25 C16 C17 121.4(3) . .
C21 C16 C17 118.4(3) . .
C20 C19 C18 121.8(3) . .
C20 C19 H19 119.1 . .
C18 C19 H19 119.1 . .
C17 C18 C19 120.9(3) . .
C17 C18 H18 119.5 . .
C19 C18 H18 119.5 . .
C24 C25 C16 120.1(3) . .
C24 C25 H25 119.9 . .
C16 C25 H25 119.9 . .
C18 C17 C16 120.6(3) . .
C18 C17 H17 119.7 . .
C16 C17 H17 119.7 . .
C9 N1 C10 118.91(16) . .
N1 C9 C10 120.59(17) . 2_576
N1 C9 C8 117.27(18) . .
C10 C9 C8 122.13(19) 2_576 .
N1 C10 C9 120.50(18) . 2_576
N1 C10 C11 117.48(18) . .
C9 C10 C11 122.01(19) 2_576 .
C9 C8 H8A 109.5 . .
C9 C8 H8B 109.5 . .
H8A C8 H8B 109.5 . .
C9 C8 H8C 109.5 . .
H8A C8 H8C 109.5 . .
H8B C8 H8C 109.5 . .
C10 C11 H11A 109.5 . .
C10 C11 H11B 109.5 . .
H11A C11 H11B 109.5 . .
C10 C11 H11C 109.5 . .
H11A C11 H11C 109.5 . .
H11B C11 H11C 109.5 . .
C22 C23 C24 121.7(3) . .
C22 C23 H23 119.2 . .
C24 C23 H23 119.2 . .
C25 C24 C23 120.9(3) . .
C25 C24 H24 119.6 . .
C23 C24 H24 119.6 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O2 C6 1.362(2) .
O2 H2 0.8400 .
O1 C2 1.370(2) .
O1 H1 0.8400 .
N2 C14 1.344(3) .
N2 C13 1.347(2) .
C1 C2 1.400(2) .
C1 C6 1.400(3) .
C1 C7 1.500(3) .
C2 C3 1.392(3) .
C13 C14 1.394(3) 2_655
C13 C12 1.500(3) .
C6 C5 1.387(3) .
C3 C4 1.380(3) .
C3 H3 0.9500 .
C14 C13 1.394(3) 2_655
C14 C15 1.503(3) .
C5 C4 1.383(3) .
C5 H5 0.9500 .
C7 H7A 0.9800 .
C7 H7B 0.9800 .
C7 H7C 0.9800 .
C21 C20 1.423(3) .
C21 C16 1.426(3) .
C21 C22 1.433(3) .
C4 H4 0.9500 .
C22 C23 1.389(3) .
C22 C20 1.463(3) 2_456
C12 H12A 0.9800 .
C12 H12B 0.9800 .
C12 H12C 0.9800 .
C20 C19 1.388(3) .
C20 C22 1.463(3) 2_456
C15 H15A 0.9800 .
C15 H15B 0.9800 .
C15 H15C 0.9800 .
C16 C25 1.394(5) .
C16 C17 1.430(5) .
C19 C18 1.390(5) .
C19 H19 0.9500 .
C18 C17 1.348(6) .
C18 H18 0.9500 .
C25 C24 1.365(6) .
C25 H25 0.9500 .
C17 H17 0.9500 .
N1 C9 1.339(3) .
N1 C10 1.341(2) .
C9 C10 1.401(3) 2_576
C9 C8 1.500(3) .
C10 C9 1.401(3) 2_576
C10 C11 1.490(3) .
C8 H8A 0.9800 .
C8 H8B 0.9800 .
C8 H8C 0.9800 .
C11 H11A 0.9800 .
C11 H11B 0.9800 .
C11 H11C 0.9800 .
C23 C24 1.393(5) .
C23 H23 0.9500 .
C24 H24 0.9500 .
