#------------------------------------------------------------------------------
#$Date: 2017-04-25 08:33:17 +0300 (Tue, 25 Apr 2017) $
#$Revision: 195745 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/54/58/1545827.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_1545827
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            'C42 H48 N6 O4'
_chemical_formula_weight         700.86
_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                82.27(3)
_cell_angle_beta                 88.73(3)
_cell_angle_gamma                78.76(2)
_cell_formula_units_Z            1
_cell_length_a                   7.324(7)
_cell_length_b                   8.723(8)
_cell_length_c                   15.107(14)
_cell_measurement_temperature    150(2)
_cell_volume                     938.0(15)
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.994
_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  0.0690
_diffrn_reflns_av_unetI/netI     0.0669
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            10049
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.555
_diffrn_reflns_theta_min         1.360
_diffrn_source                   'Sealed Tube'
_exptl_absorpt_coefficient_mu    0.081
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.691
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'
_exptl_crystal_colour            Green
_exptl_crystal_density_diffrn    1.241
_exptl_crystal_description       Block
_exptl_crystal_F_000             374
_exptl_crystal_size_max          0.420
_exptl_crystal_size_mid          0.330
_exptl_crystal_size_min          0.220
_refine_diff_density_max         0.369
_refine_diff_density_min         -0.333
_refine_diff_density_rms         0.091
_refine_ls_extinction_coef       0.029(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     243
_refine_ls_number_reflns         4317
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.087
_refine_ls_R_factor_all          0.0973
_refine_ls_R_factor_gt           0.0653
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 w=1/[σ²(Fo²)+(0.1106P)²]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1749
_refine_ls_wR_factor_ref         0.2126
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3005
_reflns_number_total             4317
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            hi5640.cif
_cod_data_source_block           MRE_TMP_PHE
_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_original_cell_volume        937.9(15)
_cod_database_code               1545827
_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   0.967
_shelx_estimated_absorpt_t_max   0.982
_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
N2 N 0.1466(3) 0.0760(2) 0.98171(11) 0.0322(4) Uani 1 1 d . .
N1 N 0.5019(2) 0.8892(2) 0.57422(12) 0.0300(4) Uani 1 1 d . .
C1 C 0.5012(3) 0.4591(2) 0.82893(13) 0.0273(5) Uani 1 1 d . .
O1 O 0.5882(2) 0.6646(2) 0.72968(11) 0.0424(5) Uani 1 1 d . .
H1 H 0.5541 0.7239 0.6820 0.064 Uiso 1 1 calc R U
C6 C 0.3714(3) 0.3644(2) 0.85518(13) 0.0286(5) Uani 1 1 d . .
O2 O 0.4187(2) 0.2547(2) 0.92842(11) 0.0447(5) Uani 1 1 d . .
H2 H 0.3277 0.2116 0.9436 0.067 Uiso 1 1 calc R U
C13 C 0.4359(3) 1.0426(2) 0.57943(14) 0.0286(5) Uani 1 1 d . .
C5 C 0.2052(3) 0.3810(3) 0.80906(15) 0.0336(5) Uani 1 1 d . .
H5 H 0.1185 0.3154 0.8281 0.040 Uiso 1 1 calc R U
C2 C 0.4594(3) 0.5723(2) 0.75378(14) 0.0292(5) Uani 1 1 d . .
C14 C 0.5656(3) 0.8448(2) 0.49587(14) 0.0291(5) Uani 1 1 d . .
C3 C 0.2934(3) 0.5902(3) 0.70661(15) 0.0339(5) Uani 1 1 d . .
H3 H 0.2670 0.6674 0.6555 0.041 Uiso 1 1 calc R U
C4 C 0.1676(3) 0.4948(3) 0.73480(15) 0.0347(5) Uani 1 1 d . .
H4 H 0.0540 0.5072 0.7030 0.042 Uiso 1 1 calc R U
C9 C 0.1446(3) -0.0581(2) 0.94847(14) 0.0315(5) Uani 1 1 d . .
C10 C 0.0050(3) 0.1351(2) 1.03307(14) 0.0326(5) Uani 1 1 d . .
C7 C 0.6781(3) 0.4409(3) 0.88123(15) 0.0378(6) Uani 1 1 d . .
H7A H 0.7660 0.4948 0.8456 0.057 Uiso 1 1 calc R U
H7B H 0.7330 0.3286 0.8954 0.057 Uiso 1 1 calc R U
H7C H 0.6505 0.4873 0.9368 0.057 Uiso 1 1 calc R U
C15 C 0.6392(4) 0.6727(3) 0.49356(18) 0.0438(6) Uani 1 1 d . .
H15A H 0.7756 0.6525 0.4945 0.066 Uiso 1 1 calc R U
H15B H 0.5962 0.6415 0.4389 0.066 Uiso 1 1 calc R U
H15C H 0.5940 0.6115 0.5458 0.066 Uiso 1 1 calc R U
C12 C 0.3654(3) 1.0870(3) 0.66817(16) 0.0422(6) Uani 1 1 d . .
H12A H 0.3986 0.9957 0.7142 0.063 Uiso 1 1 calc R U
H12B H 0.2297 1.1208 0.6655 0.063 Uiso 1 1 calc R U
H12C H 0.4218 1.1735 0.6829 0.063 Uiso 1 1 calc R U
C8 C 0.3065(4) -0.1218(3) 0.89335(17) 0.0465(6) Uani 1 1 d . .
H8A H 0.3919 -0.0474 0.8852 0.070 Uiso 1 1 calc R U
H8B H 0.2620 -0.1364 0.8349 0.070 Uiso 1 1 calc R U
H8C H 0.3719 -0.2233 0.9238 0.070 Uiso 1 1 calc R U
C11 C 0.0164(4) 0.2848(3) 1.06947(18) 0.0484(7) Uani 1 1 d . .
H11A H 0.0580 0.2600 1.1319 0.073 Uiso 1 1 calc R U
H11B H -0.1066 0.3540 1.0661 0.073 Uiso 1 1 calc R U
H11C H 0.1053 0.3381 1.0342 0.073 Uiso 1 1 calc R U
N3 N -0.0140(3) 0.1569(2) 0.45628(13) 0.0355(5) Uani 1 1 d . .
C18 C 0.0512(3) 0.0311(3) 0.41381(15) 0.0333(5) Uani 1 1 d . .
C20 C -0.0657(3) 0.1263(3) 0.54167(15) 0.0332(5) Uani 1 1 d . .
C17 C 0.1064(3) 0.0555(3) 0.32313(16) 0.0435(6) Uani 1 1 d . .
H17 H 0.0979 0.1597 0.2932 0.052 Uiso 1 1 calc R U
C21 C -0.1360(3) 0.2549(3) 0.59042(18) 0.0452(6) Uani 1 1 d . .
H21 H -0.1477 0.3603 0.5620 0.054 Uiso 1 1 calc R U
C16 C 0.1715(4) -0.0704(4) 0.27911(18) 0.0515(7) Uani 1 1 d . .
H16 H 0.2076 -0.0533 0.2184 0.062 Uiso 1 1 calc R U
C22 C -0.1861(3) 0.2266(4) 0.67729(19) 0.0523(7) Uani 1 1 d . .
H22 H -0.2315 0.3128 0.7093 0.063 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
C9 N2 C10 119.65(19) . .
C14 N1 C13 119.33(17) . .
C6 C1 C2 117.78(19) . .
C6 C1 C7 120.61(18) . .
C2 C1 C7 121.60(19) . .
C2 O1 H1 109.5 . .
O2 C6 C5 122.45(19) . .
O2 C6 C1 115.78(19) . .
C5 C6 C1 121.77(19) . .
C6 O2 H2 109.5 . .
N1 C13 C14 120.48(19) . 2_676
N1 C13 C12 117.57(19) . .
C14 C13 C12 122.0(2) 2_676 .
C4 C5 C6 119.1(2) . .
C4 C5 H5 120.5 . .
C6 C5 H5 120.5 . .
O1 C2 C3 122.06(19) . .
O1 C2 C1 116.76(19) . .
C3 C2 C1 121.18(19) . .
N1 C14 C13 120.2(2) . 2_676
N1 C14 C15 117.37(19) . .
C13 C14 C15 122.4(2) 2_676 .
C4 C3 C2 119.5(2) . .
C4 C3 H3 120.3 . .
C2 C3 H3 120.3 . .
C3 C4 C5 120.7(2) . .
C3 C4 H4 119.6 . .
C5 C4 H4 119.6 . .
N2 C9 C10 119.8(2) . 2_557
N2 C9 C8 118.0(2) . .
C10 C9 C8 122.2(2) 2_557 .
N2 C10 C9 120.6(2) . 2_557
N2 C10 C11 117.2(2) . .
C9 C10 C11 122.3(2) 2_557 .
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 . .
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 . .
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 . .
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 . .
C20 N3 C18 116.5(2) . .
N3 C18 C17 119.3(2) . .
N3 C18 C20 121.2(2) . 2_556
C17 C18 C20 119.5(2) . 2_556
N3 C20 C21 119.2(2) . .
N3 C20 C18 122.2(2) . 2_556
C21 C20 C18 118.6(2) . 2_556
C16 C17 C18 120.0(3) . .
C16 C17 H17 120.0 . .
C18 C17 H17 120.0 . .
C22 C21 C20 120.2(3) . .
C22 C21 H21 119.9 . .
C20 C21 H21 119.9 . .
C17 C16 C22 120.9(3) . 2_556
C17 C16 H16 119.6 . .
C22 C16 H16 119.6 2_556 .
C21 C22 C16 120.9(3) . 2_556
C21 C22 H22 119.5 . .
C16 C22 H22 119.5 2_556 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N2 C9 1.336(3) .
N2 C10 1.344(3) .
N1 C14 1.340(3) .
N1 C13 1.344(3) .
C1 C6 1.395(3) .
C1 C2 1.397(3) .
C1 C7 1.503(3) .
O1 C2 1.368(3) .
O1 H1 0.8400 .
C6 O2 1.365(3) .
C6 C5 1.389(3) .
O2 H2 0.8400 .
C13 C14 1.398(3) 2_676
C13 C12 1.498(3) .
C5 C4 1.388(3) .
C5 H5 0.9500 .
C2 C3 1.395(3) .
C14 C13 1.398(3) 2_676
C14 C15 1.498(3) .
C3 C4 1.382(3) .
C3 H3 0.9500 .
C4 H4 0.9500 .
C9 C10 1.397(3) 2_557
C9 C8 1.494(3) .
C10 C9 1.397(3) 2_557
C10 C11 1.500(3) .
C7 H7A 0.9800 .
C7 H7B 0.9800 .
C7 H7C 0.9800 .
C15 H15A 0.9800 .
C15 H15B 0.9800 .
C15 H15C 0.9800 .
C12 H12A 0.9800 .
C12 H12B 0.9800 .
C12 H12C 0.9800 .
C8 H8A 0.9800 .
C8 H8B 0.9800 .
C8 H8C 0.9800 .
C11 H11A 0.9800 .
C11 H11B 0.9800 .
C11 H11C 0.9800 .
N3 C20 1.343(3) .
N3 C18 1.347(3) .
C18 C17 1.420(4) .
C18 C20 1.431(3) 2_556
C20 C21 1.430(3) .
C20 C18 1.431(3) 2_556
C17 C16 1.362(4) .
C17 H17 0.9500 .
C21 C22 1.358(4) .
C21 H21 0.9500 .
C16 C22 1.416(5) 2_556
C16 H16 0.9500 .
C22 C16 1.416(5) 2_556
C22 H22 0.9500 .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H1 N1 0.84 2.01 2.845(3) 170.1 .
O2 H2 N2 0.84 1.97 2.802(3) 170.0 .
C8 H8C O2 0.98 2.69 3.337(4) 123.9 2_657
O1 H1 N1 0.84 2.01 2.845(3) 170.1 .
O2 H2 N2 0.84 1.97 2.802(3) 170.0 .
C8 H8C O2 0.98 2.69 3.337(4) 123.9 2_657
