#------------------------------------------------------------------------------
#$Date: 2016-03-21 03:12:37 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178425 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/46/4024639.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4024639
loop_
_publ_author_name
'Hai-Yu Hu'
'Wei Xue'
'Zhi-Qiang Hu'
'Jun-Feng Xiang'
'Chuan-Feng Chen'
'Sheng-Gui He'
_publ_section_title
;
Probing the Dynamic Environment-Associated Conformational Conversion from
Secondary to Supersecondary Structures in Oligo(phenanthroline
dicarboxamide)s
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              4949
_journal_page_last               4957
_journal_paper_doi               10.1021/jo900647d
_journal_volume                  74
_journal_year                    2009
_chemical_formula_sum            'C91 H93 N12 O13'
_chemical_formula_weight         1562.77
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                103.82(3)
_cell_angle_beta                 91.95(3)
_cell_angle_gamma                110.35(3)
_cell_formula_units_Z            2
_cell_length_a                   13.471(3)
_cell_length_b                   17.872(4)
_cell_length_c                   18.764(4)
_cell_measurement_reflns_used    32038
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.00
_cell_measurement_theta_min      1.13
_cell_volume                     4079.2(14)
_computing_cell_refinement       'Rapid Auto(Rigaku 2001)'
_computing_data_collection       'Rapid Auto(Rigaku 2001)'
_computing_data_reduction        'Rapid Auto(Rigaku 2001)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.948
_diffrn_measured_fraction_theta_max 0.948
_diffrn_measurement_device_type  'Rigaku Raxis Rapid IP'
_diffrn_measurement_method       oscillation
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Rotating Anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.4194
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            15195
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         1.13
_exptl_absorpt_coefficient_mu    0.086
_exptl_absorpt_correction_T_max  1.2136
_exptl_absorpt_correction_T_min  0.8004
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   abscor
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.272
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       platelet
_exptl_crystal_F_000             1654
_exptl_crystal_size_max          0.417
_exptl_crystal_size_mid          0.384
_exptl_crystal_size_min          0.115
_refine_diff_density_max         0.509
_refine_diff_density_min         -0.353
_refine_diff_density_rms         0.096
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1037
_refine_ls_number_reflns         15195
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.008
_refine_ls_R_factor_all          0.4040
_refine_ls_R_factor_gt           0.1130
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0400P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1551
_refine_ls_wR_factor_ref         0.2312
_reflns_number_gt                3033
_reflns_number_total             15195
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo900647d_si_004.cif
_cod_data_source_block           b
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4024639
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N -0.5219(6) 0.1743(5) 0.5509(5) 0.065(3) Uani 1 1 d . . .
H1A H -0.5327 0.1965 0.5169 0.078 Uiso 1 1 calc R . .
N2 N -0.6192(6) 0.2799(5) 0.5559(4) 0.050(2) Uani 1 1 d . . .
N3 N -0.5810(6) 0.3708(4) 0.4561(4) 0.047(2) Uani 1 1 d . . .
N4 N -0.4462(6) 0.3433(4) 0.3619(4) 0.049(2) Uani 1 1 d . . .
H4A H -0.4878 0.3071 0.3814 0.059 Uiso 1 1 calc R . .
N5 N -0.4138(5) 0.3171(4) 0.2090(4) 0.049(2) Uani 1 1 d . . .
H5A H -0.4704 0.3230 0.2250 0.059 Uiso 1 1 calc R . .
N7 N -0.7564(6) 0.3333(5) 0.2103(4) 0.050(2) Uani 1 1 d . . .
N8 N -0.8083(6) 0.2558(5) 0.3188(4) 0.057(2) Uani 1 1 d . . .
H8A H -0.7587 0.2570 0.2909 0.068 Uiso 1 1 calc R . .
N9 N -0.7061(6) 0.1393(4) 0.2992(4) 0.054(2) Uani 1 1 d . . .
H9A H -0.7294 0.1343 0.2544 0.065 Uiso 1 1 calc R . .
N10 N -0.5863(6) 0.1237(4) 0.1825(4) 0.044(2) Uani 1 1 d . . .
N11 N -0.6529(6) 0.1310(4) 0.0420(4) 0.053(2) Uani 1 1 d . . .
N12 N -0.8339(5) 0.1628(5) 0.0185(4) 0.056(2) Uani 1 1 d . . .
H12A H -0.8113 0.1532 0.0576 0.067 Uiso 1 1 calc R . .
O1 O -0.5849(5) 0.1479(5) 0.6585(4) 0.087(3) Uani 1 1 d . . .
O2 O -0.8491(6) 0.2990(5) 0.6955(4) 0.087(3) Uani 1 1 d . . .
O3 O -0.7408(5) 0.5321(4) 0.4458(4) 0.070(2) Uani 1 1 d . . .
O4 O -0.4399(5) 0.4551(4) 0.3201(3) 0.059(2) Uani 1 1 d . . .
O5 O -0.3397(5) 0.3006(5) 0.1006(4) 0.075(2) Uani 1 1 d . . .
O6 O -0.5653(6) 0.3845(5) -0.0669(4) 0.103(3) Uani 1 1 d . . .
O7 O -0.9509(5) 0.4447(5) 0.1382(4) 0.083(2) Uani 1 1 d . . .
O8 O -0.9333(6) 0.3126(5) 0.3460(4) 0.094(3) Uani 1 1 d . . .
O9 O -0.5613(5) 0.1578(4) 0.3781(3) 0.058(2) Uani 1 1 d . . .
O10 O -0.3189(5) 0.0637(4) 0.2112(3) 0.061(2) Uani 1 1 d . . .
O11 O -0.4489(5) 0.1270(4) -0.1181(4) 0.070(2) Uani 1 1 d . . .
O12 O -0.7974(6) 0.1680(5) -0.0984(4) 0.104(3) Uani 1 1 d . . .
C1 C -0.3710(9) 0.1585(7) 0.4928(6) 0.071(4) Uani 1 1 d . . .
H1B H -0.3737 0.1962 0.4668 0.086 Uiso 1 1 calc R . .
C2 C -0.2978(10) 0.1271(9) 0.4837(7) 0.106(5) Uani 1 1 d . . .
H2B H -0.2468 0.1443 0.4529 0.127 Uiso 1 1 calc R . .
C3 C -0.2943(10) 0.0708(9) 0.5177(7) 0.106(5) Uani 1 1 d . . .
H3B H -0.2418 0.0481 0.5092 0.127 Uiso 1 1 calc R . .
C4 C -0.3680(11) 0.0444(8) 0.5662(7) 0.107(5) Uani 1 1 d . . .
H4B H -0.3650 0.0041 0.5888 0.128 Uiso 1 1 calc R . .
C5 C -0.4455(9) 0.0792(7) 0.5800(6) 0.085(4) Uani 1 1 d . . .
H5B H -0.4942 0.0652 0.6131 0.102 Uiso 1 1 calc R . .
C6 C -0.4451(9) 0.1373(7) 0.5402(7) 0.076(4) Uani 1 1 d . . .
C7 C -0.5792(8) 0.1796(6) 0.6055(6) 0.060(3) Uani 1 1 d . . .
C8 C -0.6443(8) 0.2341(7) 0.6029(5) 0.058(3) Uani 1 1 d . . .
C9 C -0.7191(8) 0.2376(6) 0.6529(5) 0.062(3) Uani 1 1 d . . .
H9B H -0.7320 0.2044 0.6854 0.075 Uiso 1 1 calc R . .
C10 C -0.7734(8) 0.2907(7) 0.6535(6) 0.064(3) Uani 1 1 d . . .
C11 C -0.7529(7) 0.3370(7) 0.6033(5) 0.055(3) Uani 1 1 d . . .
C12 C -0.6749(8) 0.3308(6) 0.5550(5) 0.050(3) Uani 1 1 d . . .
C13 C -0.8887(9) 0.2437(7) 0.7414(6) 0.093(4) Uani 1 1 d . . .
H13A H -0.8298 0.2325 0.7616 0.112 Uiso 1 1 calc R . .
H13B H -0.9164 0.2711 0.7825 0.112 Uiso 1 1 calc R . .
C14 C -0.9706(10) 0.1668(7) 0.7035(7) 0.093(4) Uani 1 1 d . . .
H14A H -0.9381 0.1371 0.6665 0.111 Uiso 1 1 calc R . .
C15 C -1.0103(8) 0.1147(6) 0.7556(6) 0.100(4) Uani 1 1 d . . .
H15A H -0.9511 0.1088 0.7806 0.151 Uiso 1 1 calc R . .
H15B H -1.0596 0.0610 0.7284 0.151 Uiso 1 1 calc R . .
H15C H -1.0456 0.1408 0.7914 0.151 Uiso 1 1 calc R . .
C16 C -1.0625(8) 0.1772(7) 0.6619(6) 0.125(5) Uani 1 1 d . . .
H16A H -1.0350 0.2093 0.6277 0.187 Uiso 1 1 calc R . .
H16B H -1.0973 0.2051 0.6966 0.187 Uiso 1 1 calc R . .
H16C H -1.1128 0.1237 0.6353 0.187 Uiso 1 1 calc R . .
C17 C -0.8095(8) 0.3941(7) 0.5962(5) 0.071(3) Uani 1 1 d . . .
H17A H -0.8612 0.3984 0.6269 0.085 Uiso 1 1 calc R . .
C18 C -0.7883(7) 0.4387(7) 0.5474(6) 0.067(3) Uani 1 1 d . . .
H18A H -0.8249 0.4740 0.5458 0.080 Uiso 1 1 calc R . .
C19 C -0.7106(8) 0.4350(7) 0.4966(6) 0.065(3) Uani 1 1 d . . .
C20 C -0.6535(7) 0.3821(6) 0.5025(5) 0.049(3) Uani 1 1 d . . .
C21 C -0.6860(8) 0.4830(6) 0.4445(5) 0.052(3) Uani 1 1 d . . .
C22 C -0.6108(7) 0.4753(5) 0.3995(5) 0.042(3) Uani 1 1 d . . .
H22A H -0.5916 0.5061 0.3652 0.051 Uiso 1 1 calc R . .
C23 C -0.5637(7) 0.4179(6) 0.4077(5) 0.047(3) Uani 1 1 d . . .
C24 C -0.7295(8) 0.5755(7) 0.3876(5) 0.086(4) Uani 1 1 d . . .
H24A H -0.7480 0.5363 0.3390 0.103 Uiso 1 1 calc R . .
H24B H -0.6567 0.6139 0.3916 0.103 Uiso 1 1 calc R . .
C25 C -0.8059(11) 0.6217(8) 0.3993(7) 0.101(5) Uani 1 1 d . . .
H25A H -0.7779 0.6658 0.4455 0.121 Uiso 1 1 calc R . .
C26 C -0.9148(10) 0.5734(10) 0.4053(8) 0.184(8) Uani 1 1 d . . .
H26A H -0.9160 0.5501 0.4465 0.276 Uiso 1 1 calc R . .
H26B H -0.9449 0.5297 0.3606 0.276 Uiso 1 1 calc R . .
H26C H -0.9558 0.6085 0.4128 0.276 Uiso 1 1 calc R . .
C27 C -0.7945(10) 0.6628(8) 0.3365(7) 0.152(6) Uani 1 1 d . . .
H27A H -0.8395 0.6947 0.3405 0.229 Uiso 1 1 calc R . .
H27B H -0.8153 0.6211 0.2901 0.229 Uiso 1 1 calc R . .
H27C H -0.7216 0.6986 0.3392 0.229 Uiso 1 1 calc R . .
C28 C -0.4752(7) 0.4080(7) 0.3583(5) 0.051(3) Uani 1 1 d . . .
C29 C -0.3516(7) 0.3287(6) 0.3363(6) 0.047(3) Uani 1 1 d . . .
C30 C -0.2763(9) 0.3227(6) 0.3868(5) 0.072(3) Uani 1 1 d . . .
H30A H -0.2845 0.3325 0.4368 0.087 Uiso 1 1 calc R . .
C31 C -0.1939(8) 0.3032(7) 0.3641(7) 0.076(4) Uani 1 1 d . . .
H31A H -0.1448 0.2999 0.3981 0.091 Uiso 1 1 calc R . .
C32 C -0.1813(8) 0.2884(6) 0.2930(6) 0.066(3) Uani 1 1 d . . .
H32A H -0.1228 0.2754 0.2780 0.079 Uiso 1 1 calc R . .
C33 C -0.2539(7) 0.2919(6) 0.2402(6) 0.060(3) Uani 1 1 d . . .
H33A H -0.2444 0.2800 0.1905 0.072 Uiso 1 1 calc R . .
C34 C -0.3403(7) 0.3131(6) 0.2617(5) 0.049(3) Uani 1 1 d . . .
C35 C -0.4072(8) 0.3129(6) 0.1345(6) 0.053(3) Uani 1 1 d . . .
C36 C -0.4976(7) 0.3345(5) 0.0985(5) 0.047(3) Uani 1 1 d . . .
C37 C -0.4890(8) 0.3476(6) 0.0299(5) 0.059(3) Uani 1 1 d . . .
H37A H -0.4329 0.3417 0.0044 0.070 Uiso 1 1 calc R . .
C38 C -0.5644(9) 0.3696(7) -0.0004(6) 0.072(4) Uani 1 1 d . . .
C39 C -0.6473(9) 0.3779(7) 0.0396(6) 0.069(3) Uani 1 1 d . . .
C40 C -0.6556(8) 0.3579(6) 0.1072(6) 0.058(3) Uani 1 1 d . . .
C41 C -0.4850(9) 0.3816(7) -0.1101(5) 0.085(4) Uani 1 1 d . . .
H41A H -0.4673 0.3338 -0.1083 0.102 Uiso 1 1 calc R . .
H41B H -0.4217 0.4308 -0.0900 0.102 Uiso 1 1 calc R . .
C42 C -0.5178(15) 0.3760(12) -0.1921(9) 0.165(8) Uani 1 1 d . . .
H42A H -0.5710 0.3202 -0.2129 0.198 Uiso 1 1 calc R . .
C43 C -0.4282(11) 0.3830(9) -0.2377(7) 0.161(7) Uani 1 1 d . . .
H43A H -0.4524 0.3807 -0.2872 0.241 Uiso 1 1 calc R . .
H43B H -0.4042 0.3381 -0.2388 0.241 Uiso 1 1 calc R . .
H43C H -0.3704 0.4347 -0.2166 0.241 Uiso 1 1 calc R . .
C44 C -0.5715(12) 0.4301(9) -0.1916(6) 0.154(7) Uani 1 1 d . . .
H44A H -0.6271 0.4194 -0.1605 0.231 Uiso 1 1 calc R . .
H44B H -0.6023 0.4220 -0.2411 0.231 Uiso 1 1 calc R . .
H44C H -0.5222 0.4862 -0.1730 0.231 Uiso 1 1 calc R . .
C45 C -0.7243(8) 0.4086(7) 0.0156(6) 0.073(4) Uani 1 1 d . . .
H45A H -0.7211 0.4213 -0.0298 0.087 Uiso 1 1 calc R . .
C46 C -0.7982(8) 0.4191(8) 0.0547(7) 0.097(5) Uani 1 1 d . . .
H46A H -0.8444 0.4407 0.0367 0.117 Uiso 1 1 calc R . .
C48 C -0.7432(7) 0.3644(6) 0.1493(6) 0.051(3) Uani 1 1 d . . .
C49 C -0.8377(8) 0.3426(6) 0.2469(6) 0.056(3) Uani 1 1 d . . .
C50 C -0.9061(7) 0.3809(6) 0.2286(5) 0.061(3) Uani 1 1 d . . .
H50A H -0.9598 0.3858 0.2570 0.073 Uiso 1 1 calc R . .
C52 C -1.0388(8) 0.4521(7) 0.1713(6) 0.084(4) Uani 1 1 d . . .
H52A H -1.0169 0.4899 0.2205 0.101 Uiso 1 1 calc R . .
H52B H -1.0872 0.3987 0.1749 0.101 Uiso 1 1 calc R . .
C53 C 0.9033 0.4895 0.1155 0.38(2) Uani 1 1 d . . .
H53A H 0.8720 0.4538 0.0657 0.450 Uiso 1 1 calc R . .
C56 C -0.8666(8) 0.3067(7) 0.3134(6) 0.059(3) Uani 1 1 d . . .
C57 C -0.8239(7) 0.2036(6) 0.3655(5) 0.048(3) Uani 1 1 d . . .
C58 C -0.8875(7) 0.2079(6) 0.4218(5) 0.063(3) Uani 1 1 d . . .
H58A H -0.9204 0.2466 0.4288 0.076 Uiso 1 1 calc R . .
C59 C -0.9026(9) 0.1561(7) 0.4672(6) 0.075(4) Uani 1 1 d . . .
H59A H -0.9446 0.1608 0.5051 0.091 Uiso 1 1 calc R . .
C60 C -0.8561(8) 0.0968(7) 0.4572(5) 0.070(3) Uani 1 1 d . . .
H60A H -0.8675 0.0613 0.4877 0.084 Uiso 1 1 calc R . .
C61 C -0.7907(7) 0.0910(7) 0.3996(5) 0.067(3) Uani 1 1 d . . .
H61A H -0.7591 0.0515 0.3919 0.080 Uiso 1 1 calc R . .
C62 C -0.7747(7) 0.1451(6) 0.3552(5) 0.045(3) Uani 1 1 d . . .
C63 C -0.6044(8) 0.1415(6) 0.3143(6) 0.052(3) Uani 1 1 d . . .
C64 C -0.5463(7) 0.1223(5) 0.2492(5) 0.044(3) Uani 1 1 d . . .
C65 C -0.4564(7) 0.1042(6) 0.2649(5) 0.050(3) Uani 1 1 d . . .
H65A H -0.4335 0.1048 0.3124 0.060 Uiso 1 1 calc R . .
C66 C -0.4055(8) 0.0861(6) 0.2073(6) 0.058(3) Uani 1 1 d . . .
C67 C -0.4338(7) 0.0932(6) 0.1370(5) 0.045(3) Uani 1 1 d . . .
C68 C -0.5279(7) 0.1114(5) 0.1267(6) 0.047(3) Uani 1 1 d . . .
C69 C -0.2798(8) 0.0603(7) 0.2824(5) 0.077(4) Uani 1 1 d . . .
H69A H -0.3370 0.0257 0.3036 0.092 Uiso 1 1 calc R . .
H69B H -0.2502 0.1153 0.3162 0.092 Uiso 1 1 calc R . .
C70 C -0.1930(8) 0.0230(7) 0.2678(5) 0.065(3) Uani 1 1 d . . .
H70A H -0.2251 -0.0331 0.2345 0.078 Uiso 1 1 calc R . .
C71 C -0.1046(8) 0.0734(7) 0.2345(7) 0.123(5) Uani 1 1 d . . .
H71A H -0.0532 0.0472 0.2254 0.184 Uiso 1 1 calc R . .
H71B H -0.0709 0.1276 0.2678 0.184 Uiso 1 1 calc R . .
H71C H -0.1324 0.0780 0.1886 0.184 Uiso 1 1 calc R . .
C72 C -0.1562(8) 0.0177(7) 0.3441(6) 0.103(4) Uani 1 1 d . . .
H72A H -0.1019 -0.0059 0.3398 0.155 Uiso 1 1 calc R . .
H72B H -0.2158 -0.0165 0.3628 0.155 Uiso 1 1 calc R . .
H72C H -0.1278 0.0723 0.3775 0.155 Uiso 1 1 calc R . .
C73 C -0.3727(7) 0.0855(6) 0.0783(5) 0.055(3) Uani 1 1 d . . .
H73A H -0.3129 0.0723 0.0857 0.066 Uiso 1 1 calc R . .
C74 C -0.3963(7) 0.0963(5) 0.0110(5) 0.051(3) Uani 1 1 d . . .
H74A H -0.3524 0.0919 -0.0258 0.061 Uiso 1 1 calc R . .
C75 C -0.4894(7) 0.1144(6) -0.0022(5) 0.046(3) Uani 1 1 d . . .
C76 C -0.5604(8) 0.1180(6) 0.0530(5) 0.050(3) Uani 1 1 d . . .
C77 C -0.5225(8) 0.1265(6) -0.0716(6) 0.060(3) Uani 1 1 d . . .
C78 C -0.6148(7) 0.1390(6) -0.0831(5) 0.060(3) Uani 1 1 d . . .
H78A H -0.6363 0.1470 -0.1274 0.072 Uiso 1 1 calc R . .
C79 C -0.6747(7) 0.1390(6) -0.0249(5) 0.050(3) Uani 1 1 d . . .
C80 C -0.4628(7) 0.1461(7) -0.1862(5) 0.074(4) Uani 1 1 d . . .
H80A H -0.4917 0.1897 -0.1790 0.089 Uiso 1 1 calc R . .
H80B H -0.5121 0.0976 -0.2224 0.089 Uiso 1 1 calc R . .
C81 C -0.3547(9) 0.1742(8) -0.2129(7) 0.081(4) Uani 1 1 d . . .
H81A H -0.3655 0.1860 -0.2603 0.097 Uiso 1 1 calc R . .
C82 C -0.2726(9) 0.2517(7) -0.1629(6) 0.133(6) Uani 1 1 d . . .
H82A H -0.2057 0.2631 -0.1826 0.199 Uiso 1 1 calc R . .
H82B H -0.2639 0.2441 -0.1144 0.199 Uiso 1 1 calc R . .
H82C H -0.2958 0.2973 -0.1597 0.199 Uiso 1 1 calc R . .
C83 C -0.3176(9) 0.1053(8) -0.2278(6) 0.126(5) Uani 1 1 d . . .
H83A H -0.3706 0.0579 -0.2616 0.189 Uiso 1 1 calc R . .
H83B H -0.3056 0.0921 -0.1823 0.189 Uiso 1 1 calc R . .
H83C H -0.2522 0.1204 -0.2492 0.189 Uiso 1 1 calc R . .
C84 C -0.7772(8) 0.1572(7) -0.0370(6) 0.061(3) Uani 1 1 d . . .
C85 C -0.9278(8) 0.1826(6) 0.0223(6) 0.058(3) Uani 1 1 d . . .
C86 C -0.9789(8) 0.1723(6) 0.0845(5) 0.065(3) Uani 1 1 d . . .
H86A H -0.9532 0.1525 0.1198 0.078 Uiso 1 1 calc R . .
C87 C -1.0684(9) 0.1921(7) 0.0921(6) 0.078(4) Uani 1 1 d . . .
H87A H -1.1038 0.1859 0.1333 0.094 Uiso 1 1 calc R . .
C88 C -1.1048(9) 0.2199(8) 0.0416(7) 0.096(5) Uani 1 1 d . . .
H88A H -1.1667 0.2315 0.0478 0.115 Uiso 1 1 calc R . .
C89 C -1.0574(9) 0.2319(7) -0.0173(7) 0.090(4) Uani 1 1 d . . .
H89A H -1.0841 0.2533 -0.0508 0.108 Uiso 1 1 calc R . .
C90 C -0.9635(8) 0.2114(7) -0.0290(6) 0.080(4) Uani 1 1 d . . .
H90A H -0.9291 0.2180 -0.0705 0.096 Uiso 1 1 calc R . .
N6 N -0.5800(6) 0.3352(5) 0.1385(4) 0.051(2) Uani 1 1 d . . .
C51 C -0.8918(8) 0.4097(7) 0.1696(7) 0.073(4) Uani 1 1 d . . .
C47 C -0.8127(8) 0.3991(6) 0.1250(6) 0.067(4) Uani 1 1 d . . .
O13 O -0.8069(5) 0.0958(5) 0.1471(4) 0.073(2) Uani 1 1 d . . .
C91 C -0.8613(9) 0.0136(7) 0.1120(6) 0.104(4) Uani 1 1 d . . .
H91A H -0.8197 -0.0180 0.1209 0.156 Uiso 1 1 calc R . .
H91B H -0.8739 0.0068 0.0598 0.156 Uiso 1 1 calc R . .
H91C H -0.9283 -0.0053 0.1308 0.156 Uiso 1 1 calc R . .
C55 C 0.9825 0.5795 0.1225 0.245(10) Uani 1 1 d . . .
H55A H 0.9433 0.6157 0.1253 0.368 Uiso 1 1 calc R . .
H55B H 1.0203 0.5801 0.0800 0.368 Uiso 1 1 calc R . .
H55C H 1.0325 0.5980 0.1665 0.368 Uiso 1 1 calc R . .
C54 C 0.8258 0.5064 0.1709 0.263(11) Uani 1 1 d . . .
H54A H 0.7593 0.4983 0.1441 0.394 Uiso 1 1 calc R . .
H54B H 0.8567 0.5624 0.2012 0.394 Uiso 1 1 calc R . .
H54C H 0.8135 0.4690 0.2017 0.394 Uiso 1 1 calc R . .
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
_geom_angle_publ_flag
C7 N1 C6 128.7(10) . . ?
C8 N2 C12 115.8(9) . . ?
C23 N3 C20 113.9(8) . . ?
C28 N4 C29 126.8(8) . . ?
C35 N5 C34 128.7(8) . . ?
C49 N7 C48 114.8(8) . . ?
C56 N8 C57 125.7(8) . . ?
C63 N9 C62 122.5(8) . . ?
C64 N10 C68 115.4(8) . . ?
C79 N11 C76 115.0(8) . . ?
C84 N12 C85 128.4(8) . . ?
C10 O2 C13 119.7(9) . . ?
C21 O3 C24 117.4(8) . . ?
C38 O6 C41 121.5(9) . . ?
C51 O7 C52 117.5(8) . . ?
C66 O10 C69 117.5(8) . . ?
C77 O11 C80 119.0(8) . . ?
C2 C1 C6 121.3(12) . . ?
C1 C2 C3 120.9(14) . . ?
C2 C3 C4 121.6(13) . . ?
C3 C4 C5 119.3(12) . . ?
C4 C5 C6 115.4(11) . . ?
C1 C6 N1 120.1(10) . . ?
C1 C6 C5 121.4(11) . . ?
N1 C6 C5 118.5(12) . . ?
O1 C7 N1 128.7(10) . . ?
O1 C7 C8 117.8(11) . . ?
N1 C7 C8 113.5(10) . . ?
N2 C8 C9 124.4(10) . . ?
N2 C8 C7 115.6(10) . . ?
C9 C8 C7 119.8(10) . . ?
C10 C9 C8 119.8(10) . . ?
O2 C10 C9 126.9(10) . . ?
O2 C10 C11 115.4(10) . . ?
C9 C10 C11 117.6(11) . . ?
C10 C11 C12 119.3(10) . . ?
C10 C11 C17 122.9(10) . . ?
C12 C11 C17 117.8(9) . . ?
N2 C12 C11 122.9(9) . . ?
N2 C12 C20 119.0(9) . . ?
C11 C12 C20 118.1(9) . . ?
C14 C13 O2 114.0(10) . . ?
C13 C14 C15 110.5(10) . . ?
C13 C14 C16 113.3(11) . . ?
C15 C14 C16 111.3(10) . . ?
C18 C17 C11 122.0(10) . . ?
C17 C18 C19 122.9(10) . . ?
C21 C19 C20 119.6(10) . . ?
C21 C19 C18 123.7(10) . . ?
C20 C19 C18 116.7(10) . . ?
N3 C20 C19 122.4(9) . . ?
N3 C20 C12 115.0(10) . . ?
C19 C20 C12 122.4(10) . . ?
O3 C21 C22 126.5(9) . . ?
O3 C21 C19 114.4(9) . . ?
C22 C21 C19 119.1(10) . . ?
C21 C22 C23 116.3(9) . . ?
N3 C23 C22 128.6(9) . . ?
N3 C23 C28 113.0(9) . . ?
C22 C23 C28 118.3(9) . . ?
O3 C24 C25 105.9(8) . . ?
C26 C25 C24 116.3(12) . . ?
C26 C25 C27 114.0(11) . . ?
C24 C25 C27 104.0(10) . . ?
O4 C28 N4 125.6(10) . . ?
O4 C28 C23 120.4(10) . . ?
N4 C28 C23 114.0(9) . . ?
C34 C29 C30 119.6(8) . . ?
C34 C29 N4 120.3(8) . . ?
C30 C29 N4 119.8(9) . . ?
C31 C30 C29 121.1(10) . . ?
C32 C31 C30 120.3(10) . . ?
C31 C32 C33 121.5(10) . . ?
C34 C33 C32 120.2(9) . . ?
C33 C34 C29 117.4(9) . . ?
C33 C34 N5 120.7(9) . . ?
C29 C34 N5 121.9(8) . . ?
O5 C35 N5 126.6(10) . . ?
O5 C35 C36 121.1(10) . . ?
N5 C35 C36 112.1(9) . . ?
N6 C36 C37 126.0(9) . . ?
N6 C36 C35 116.0(9) . . ?
C37 C36 C35 118.0(9) . . ?
C38 C37 C36 118.4(10) . . ?
O6 C38 C37 124.5(11) . . ?
O6 C38 C39 116.4(10) . . ?
C37 C38 C39 119.1(10) . . ?
C38 C39 C40 119.5(10) . . ?
C38 C39 C45 123.1(10) . . ?
C40 C39 C45 117.4(10) . . ?
N6 C40 C39 121.9(10) . . ?
N6 C40 C48 117.6(9) . . ?
C39 C40 C48 120.4(9) . . ?
O6 C41 C42 112.1(11) . . ?
C44 C42 C43 117.5(16) . . ?
C44 C42 C41 107.5(14) . . ?
C43 C42 C41 113.1(13) . . ?
C46 C45 C39 122.4(10) . . ?
C45 C46 C47 123.5(10) . . ?
N7 C48 C47 122.4(10) . . ?
N7 C48 C40 118.1(9) . . ?
C47 C48 C40 119.4(10) . . ?
N7 C49 C50 126.0(10) . . ?
N7 C49 C56 120.9(9) . . ?
C50 C49 C56 113.1(9) . . ?
C51 C50 C49 117.9(10) . . ?
O7 C52 C53 104.5(7) . 1_355 ?
C54 C53 C55 100.95(3) . . ?
C54 C53 C52 93.4(3) . 1_755 ?
C55 C53 C52 105.9(4) . 1_755 ?
O8 C56 N8 126.1(11) . . ?
O8 C56 C49 124.0(10) . . ?
N8 C56 C49 109.2(9) . . ?
C58 C57 N8 121.6(10) . . ?
C58 C57 C62 119.0(10) . . ?
N8 C57 C62 119.4(9) . . ?
C59 C58 C57 121.1(11) . . ?
C60 C59 C58 120.8(11) . . ?
C59 C60 C61 119.1(11) . . ?
C62 C61 C60 119.1(10) . . ?
C61 C62 C57 120.7(9) . . ?
C61 C62 N9 117.9(9) . . ?
C57 C62 N9 121.4(9) . . ?
O9 C63 N9 122.4(10) . . ?
O9 C63 C64 120.4(9) . . ?
N9 C63 C64 117.2(9) . . ?
N10 C64 C65 127.2(9) . . ?
N10 C64 C63 117.5(9) . . ?
C65 C64 C63 115.3(9) . . ?
C66 C65 C64 115.6(9) . . ?
C65 C66 O10 124.1(9) . . ?
C65 C66 C67 122.1(9) . . ?
O10 C66 C67 113.7(9) . . ?
C66 C67 C73 123.0(9) . . ?
C66 C67 C68 117.4(9) . . ?
C73 C67 C68 119.5(9) . . ?
N10 C68 C67 121.9(9) . . ?
N10 C68 C76 119.6(8) . . ?
C67 C68 C76 118.5(9) . . ?
O10 C69 C70 105.6(8) . . ?
C71 C70 C72 112.6(9) . . ?
C71 C70 C69 112.4(9) . . ?
C72 C70 C69 104.0(8) . . ?
C74 C73 C67 123.7(9) . . ?
C73 C74 C75 119.0(9) . . ?
C74 C75 C76 121.1(9) . . ?
C74 C75 C77 123.7(9) . . ?
C76 C75 C77 115.2(9) . . ?
N11 C76 C75 123.4(8) . . ?
N11 C76 C68 118.6(9) . . ?
C75 C76 C68 117.9(9) . . ?
O11 C77 C78 127.1(10) . . ?
O11 C77 C75 111.2(9) . . ?
C78 C77 C75 121.7(10) . . ?
C77 C78 C79 115.8(9) . . ?
N11 C79 C78 128.9(9) . . ?
N11 C79 C84 115.4(9) . . ?
C78 C79 C84 115.5(9) . . ?
O11 C80 C81 107.6(8) . . ?
C83 C81 C80 108.4(10) . . ?
C83 C81 C82 112.0(11) . . ?
C80 C81 C82 115.1(11) . . ?
O12 C84 N12 125.6(10) . . ?
O12 C84 C79 116.6(10) . . ?
N12 C84 C79 117.8(9) . . ?
C90 C85 C86 121.8(10) . . ?
C90 C85 N12 123.0(10) . . ?
C86 C85 N12 115.3(9) . . ?
C87 C86 C85 118.0(9) . . ?
C88 C87 C86 120.7(11) . . ?
C89 C88 C87 122.9(12) . . ?
C88 C89 C90 119.1(10) . . ?
C85 C90 C89 117.5(10) . . ?
C36 N6 C40 114.8(8) . . ?
C50 C51 O7 128.9(10) . . ?
C50 C51 C47 120.7(10) . . ?
O7 C51 C47 110.1(10) . . ?
C51 C47 C48 118.0(10) . . ?
C51 C47 C46 125.5(10) . . ?
C48 C47 C46 116.5(11) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C7 1.309(11) . ?
N1 C6 1.405(12) . ?
N2 C8 1.317(10) . ?
N2 C12 1.369(10) . ?
N3 C23 1.353(10) . ?
N3 C20 1.364(10) . ?
N4 C28 1.358(11) . ?
N4 C29 1.461(10) . ?
N5 C35 1.390(10) . ?
N5 C34 1.408(9) . ?
N7 C49 1.350(10) . ?
N7 C48 1.380(10) . ?
N8 C56 1.411(11) . ?
N8 C57 1.395(10) . ?
N9 C63 1.375(10) . ?
N9 C62 1.430(10) . ?
N10 C64 1.356(10) . ?
N10 C68 1.352(10) . ?
N11 C79 1.331(10) . ?
N11 C76 1.362(10) . ?
N12 C84 1.317(11) . ?
N12 C85 1.427(11) . ?
O1 C7 1.250(10) . ?
O2 C10 1.336(11) . ?
O2 C13 1.440(11) . ?
O3 C21 1.326(10) . ?
O3 C24 1.467(10) . ?
O4 C28 1.217(10) . ?
O5 C35 1.179(10) . ?
O6 C38 1.338(10) . ?
O6 C41 1.382(10) . ?
O7 C51 1.364(10) . ?
O7 C52 1.388(9) . ?
O8 C56 1.125(11) . ?
O9 C63 1.234(9) . ?
O10 C66 1.364(9) . ?
O10 C69 1.443(9) . ?
O11 C77 1.343(10) . ?
O11 C80 1.421(9) . ?
O12 C84 1.248(10) . ?
C1 C2 1.291(13) . ?
C1 C6 1.374(13) . ?
C2 C3 1.328(15) . ?
C3 C4 1.407(14) . ?
C4 C5 1.391(14) . ?
C5 C6 1.416(13) . ?
C7 C8 1.528(13) . ?
C8 C9 1.407(11) . ?
C9 C10 1.383(12) . ?
C10 C11 1.370(12) . ?
C11 C12 1.428(11) . ?
C11 C17 1.496(12) . ?
C12 C20 1.469(11) . ?
C13 C14 1.427(13) . ?
C14 C15 1.496(12) . ?
C14 C16 1.529(12) . ?
C17 C18 1.330(11) . ?
C18 C19 1.447(12) . ?
C19 C21 1.422(12) . ?
C19 C20 1.432(12) . ?
C21 C22 1.364(11) . ?
C22 C23 1.415(11) . ?
C23 C28 1.567(12) . ?
C24 C25 1.519(13) . ?
C25 C26 1.444(15) . ?
C25 C27 1.517(13) . ?
C29 C34 1.384(10) . ?
C29 C30 1.414(11) . ?
C30 C31 1.329(12) . ?
C31 C32 1.324(11) . ?
C32 C33 1.396(11) . ?
C33 C34 1.388(11) . ?
C35 C36 1.576(12) . ?
C36 N6 1.363(10) . ?
C36 C37 1.364(11) . ?
C37 C38 1.362(12) . ?
C38 C39 1.396(13) . ?
C39 C40 1.396(12) . ?
C39 C45 1.436(12) . ?
C40 N6 1.381(10) . ?
C40 C48 1.464(12) . ?
C41 C42 1.556(14) . ?
C42 C44 1.394(16) . ?
C42 C43 1.491(17) . ?
C45 C46 1.296(12) . ?
C46 C47 1.450(12) . ?
C48 C47 1.407(12) . ?
C49 C50 1.401(11) . ?
C49 C56 1.536(12) . ?
C50 C51 1.322(11) . ?
C52 C53 1.670(10) 1_355 ?
C53 C54 1.5508(4) . ?
C53 C55 1.5623(6) . ?
C53 C52 1.670(10) 1_755 ?
C57 C58 1.387(11) . ?
C57 C62 1.403(11) . ?
C58 C59 1.372(12) . ?
C59 C60 1.388(13) . ?
C60 C61 1.425(12) . ?
C61 C62 1.389(11) . ?
C63 C64 1.509(12) . ?
C64 C65 1.397(11) . ?
C65 C66 1.335(11) . ?
C66 C67 1.407(11) . ?
C67 C73 1.407(11) . ?
C67 C68 1.432(11) . ?
C68 C76 1.480(11) . ?
C69 C70 1.538(12) . ?
C70 C71 1.481(12) . ?
C70 C72 1.535(11) . ?
C73 C74 1.366(10) . ?
C74 C75 1.428(11) . ?
C75 C76 1.438(11) . ?
C75 C77 1.451(11) . ?
C77 C78 1.356(11) . ?
C78 C79 1.379(11) . ?
C79 C84 1.548(12) . ?
C80 C81 1.512(12) . ?
C81 C83 1.456(14) . ?
C81 C82 1.506(13) . ?
C85 C90 1.343(11) . ?
C85 C86 1.393(11) . ?
C86 C87 1.372(12) . ?
C87 C88 1.324(13) . ?
C88 C89 1.318(13) . ?
C89 C90 1.443(13) . ?
C51 C47 1.412(13) . ?
O13 C91 1.373(11) . ?
